MiMeDB: Showing metabocard for ADP-D-glycero-beta-D-manno-heptose (MMDBc0055688)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:02:16 UTC

Update Date

2025-10-07 16:09:17 UTC

Metabolite ID

MMDBc0055688

Metabolite Identification

Common Name

ADP-D-glycero-beta-D-manno-heptose

Description

ADP-D-glycero-beta-D-manno-heptose is a nucleotide sugar involved in the biosynthesis of lipopolysaccharides (LPS), classified as a carbohydrate metabolite. Its chemical structure features a heptose sugar linked to adenosine diphosphate (ADP), which plays a crucial role in various biochemical pathways. Specifically, ADP-D-glycero-beta-D-manno-heptose serves as a metabolic intermediate in the LPS biosynthetic pathway, where it is synthesized from D,D-heptose 7-phosphate through the action of specific biosynthetic enzymes, as detailed in the literature (PMID:15932222 ). This compound is recognized by the immune system; for instance, ALPK1, a protein kinase, senses ADP-D-glycero-beta-D-manno-heptose, highlighting its importance in immune responses to bacterial infections (PMID:32076438 ). Additionally, recent studies have identified ADP-D-glycero-beta-D-manno-heptose as part of a panel of predictive biomarkers, indicating its potential relevance in various physiological and pathological processes (PMID:39922 ...). The understanding of its synthesis and function continues to evolve, providing insights into its role in cellular metabolism and immune signaling.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222022D          

 50 53  0  0  1  0            999 V2000
   -3.4743   -8.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069   -7.5361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7330   -5.5596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6468   -6.3800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0656   -5.0746    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8931   -6.7156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3119   -5.4102    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3881   -8.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0532   -7.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4867   -5.2240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3142   -6.8650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1518   -4.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -2.1319    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6646   -3.4668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512   -4.1910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.9102   -4.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -6.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -4.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -3.2843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -2.7994    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -4.1048    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5605   -7.2005    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4004   -6.0445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9793   -5.8951    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3981   -4.5897    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394   -7.0512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5582   -5.7457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  1  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  6  0  0  0
 13 10  1  0  0  0  0
 14  7  2  0  0  0  0
 15  7  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19  3  2  0  0  0  0
 19 14  1  0  0  0  0
 20  3  1  0  0  0  0
 20 15  2  0  0  0  0
 21  4  2  0  0  0  0
 21  7  1  0  0  0  0
 22  4  1  0  0  0  0
 22 15  1  0  0  0  0
 16 22  1  1  0  0  0
 23  1  1  0  0  0  0
  5 24  1  1  0  0  0
  8 25  1  6  0  0  0
  9 26  1  6  0  0  0
 10 27  1  6  0  0  0
 11 28  1  6  0  0  0
 12 29  1  6  0  0  0
 34  2  1  0  0  0  0
 35  6  1  0  0  0  0
 35 16  1  0  0  0  0
 36 13  1  0  0  0  0
 36 17  1  0  0  0  0
 17 37  1  6  0  0  0
 39 30  1  0  0  0  0
 39 31  2  0  0  0  0
 39 34  1  0  0  0  0
 39 38  1  0  0  0  0
 40 32  1  0  0  0  0
 40 33  2  0  0  0  0
 40 37  1  0  0  0  0
 40 38  1  0  0  0  0
  5 41  1  1  0  0  0
  6 42  1  6  0  0  0
  8 43  1  1  0  0  0
  9 44  1  1  0  0  0
 10 45  1  6  0  0  0
 11 46  1  1  0  0  0
 12 47  1  1  0  0  0
 13 48  1  1  0  0  0
 16 49  1  6  0  0  0
 17 50  1  1  0  0  0
M  CHG  2  30  -1  32  -1
M  END


  Mrv1652306172222022D          

 50 53  0  0  1  0            999 V2000
   -3.4743   -8.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069   -7.5361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7330   -5.5596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6468   -6.3800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0656   -5.0746    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8931   -6.7156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3119   -5.4102    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3881   -8.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0532   -7.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4867   -5.2240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3142   -6.8650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1518   -4.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -2.1319    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6646   -3.4668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512   -4.1910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.9102   -4.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -6.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -4.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -3.2843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -2.7994    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -4.1048    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5605   -7.2005    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4004   -6.0445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9793   -5.8951    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3981   -4.5897    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394   -7.0512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5582   -5.7457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  1  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  6  0  0  0
 13 10  1  0  0  0  0
 14  7  2  0  0  0  0
 15  7  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19  3  2  0  0  0  0
 19 14  1  0  0  0  0
 20  3  1  0  0  0  0
 20 15  2  0  0  0  0
 21  4  2  0  0  0  0
 21  7  1  0  0  0  0
 22  4  1  0  0  0  0
 22 15  1  0  0  0  0
 16 22  1  1  0  0  0
 23  1  1  0  0  0  0
  5 24  1  1  0  0  0
  8 25  1  6  0  0  0
  9 26  1  6  0  0  0
 10 27  1  6  0  0  0
 11 28  1  6  0  0  0
 12 29  1  6  0  0  0
 34  2  1  0  0  0  0
 35  6  1  0  0  0  0
 35 16  1  0  0  0  0
 36 13  1  0  0  0  0
 36 17  1  0  0  0  0
 17 37  1  6  0  0  0
 39 30  1  0  0  0  0
 39 31  2  0  0  0  0
 39 34  1  0  0  0  0
 39 38  1  0  0  0  0
 40 32  1  0  0  0  0
 40 33  2  0  0  0  0
 40 37  1  0  0  0  0
 40 38  1  0  0  0  0
  5 41  1  1  0  0  0
  6 42  1  6  0  0  0
  8 43  1  1  0  0  0
  9 44  1  1  0  0  0
 10 45  1  6  0  0  0
 11 46  1  1  0  0  0
 12 47  1  1  0  0  0
 13 48  1  1  0  0  0
 16 49  1  6  0  0  0
 17 50  1  1  0  0  0
M  CHG  2  30  -1  32  -1
M  END
> <DATABASE_ID>
MMDBc0055688

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CO)[C@@]1([H])O[C@@]([H])(OP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/p-2/t5-,6-,8-,9+,10+,11-,12+,13-,16-,17+/m1/s1

> <INCHI_KEY>
KMSFWBYFWSKGGR-FQBROAFUSA-L

> <FORMULA>
C17H25N5O16P2

> <MOLECULAR_WEIGHT>
617.355

> <EXACT_MASS>
617.078250901

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
51.924682932249254

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(2S,3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphono]oxy}phosphonate

> <JCHEM_LOGP>
-7.402903650291946

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.1072822277565293

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.729866479697666

> <JCHEM_PKA_STRONGEST_BASIC>
3.993124518437374

> <JCHEM_POLAR_SURFACE_AREA>
337.64000000000004

> <JCHEM_REFRACTIVITY>
120.80489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2S,3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphono]oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -6.485 -14.973   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.239 -14.067   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.968 -10.378   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.807 -11.909   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.722  -9.473   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.400 -12.536   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.316 -10.099   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0      -6.324 -16.504   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -3.833 -14.694   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -8.375  -9.751   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -8.053 -12.815   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.095  -1.114   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -5.883  -7.941   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.051  -3.980   0.000  0.00  0.00           O-1
HETATM   31  O   UNK     0      -1.241  -6.471   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -4.762  -7.823   0.000  0.00  0.00           O-1
HETATM   33  O   UNK     0      -1.699  -7.501   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.900  -4.320   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.185  -0.344   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -4.155 -11.631   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.070  -9.194   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -3.392  -6.131   0.000  0.00  0.00           O+0
HETATM   39  P   UNK     0      -2.146  -5.226   0.000  0.00  0.00           P+0
HETATM   40  P   UNK     0      -3.231  -7.662   0.000  0.00  0.00           P+0
HETATM   41  H   UNK     0      -6.646 -13.441   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.426  -3.405   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.171  -2.600   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -8.214 -11.283   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.561 -11.004   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.254   0.259   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.476  -8.567   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.994 -13.162   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.561   1.221   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.909 -10.725   0.000  0.00  0.00           H+0
CONECT    1    5   23                                                       
CONECT    2    6   34                                                       
CONECT    3   19   20                                                       
CONECT    4   21   22                                                       
CONECT    5    1   13   24   41                                             
CONECT    6    2    8   35   42                                             
CONECT    7   14   15   21                                                  
CONECT    8    6   11   25   43                                             
CONECT    9   10   12   26   44                                             
CONECT   10    9   13   27   45                                             
CONECT   11    8   16   28   46                                             
CONECT   12    9   17   29   47                                             
CONECT   13    5   10   36   48                                             
CONECT   14    7   18   19                                                  
CONECT   15    7   20   22                                                  
CONECT   16   11   22   35   49                                             
CONECT   17   12   36   37   50                                             
CONECT   18   14                                                            
CONECT   19    3   14                                                       
CONECT   20    3   15                                                       
CONECT   21    4    7                                                       
CONECT   22    4   15   16                                                  
CONECT   23    1                                                            
CONECT   24    5                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   39                                                            
CONECT   31   39                                                            
CONECT   32   40                                                            
CONECT   33   40                                                            
CONECT   34    2   39                                                       
CONECT   35    6   16                                                       
CONECT   36   13   17                                                       
CONECT   37   17   40                                                       
CONECT   38   39   40                                                       
CONECT   39   30   31   34   38                                             
CONECT   40   32   33   37   38                                             
CONECT   41    5                                                            
CONECT   42    6                                                            
CONECT   43    8                                                            
CONECT   44    9                                                            
CONECT   45   10                                                            
CONECT   46   11                                                            
CONECT   47   12                                                            
CONECT   48   13                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  106    0
END

Synonyms

Value	Source
ADP-D-Glycero-beta-D-manno-heptose	ChEBI
ADP-D-Glycero-b-D-manno-heptose	Generator
ADP-D-Glycero-β-D-manno-heptose	Generator
ADP-D-Glycero-b-D-manno-heptose(2-)	Generator
ADP-D-Glycero-β-D-manno-heptose(2-)	Generator

Molecular Formula

C₁₇H₂₅N₅O₁₆P₂

Average Mass

617.355

Monoisotopic Mass

617.078250901

IUPAC Name

[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(2S,3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphono]oxy}phosphonate

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2S,3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphono]oxyphosphonate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CO)[C@@]1([H])O[C@@]([H])(OP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/p-2/t5-,6-,8-,9+,10+,11-,12+,13-,16-,17+/m1/s1

InChI Key

KMSFWBYFWSKGGR-FQBROAFUSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Imidolactam
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Polyol
Organoheterocyclic compound
Azacycle
Oxacycle
Organic oxide
Organic oxygen compound
Alcohol
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Primary alcohol
Primary amine
Organooxygen compound
Organopnictogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:59967 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-7.4	ChemAxon
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	3.99	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	337.64 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	120.8 m³·mol⁻¹	ChemAxon
Polarizability	51.92 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	121.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	286.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	204.4
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	457.8
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	359.0
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	195.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1440.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	273.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	1228.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	129.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	254.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	143.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	37.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	503.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	527.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	104.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	235.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1573.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	663.8

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_1	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1855.96
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_2	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	2844.31
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_3	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	1932.94
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1515.44
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_5	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1951.58
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O	standard non polar	2025-10-24	2669.58
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_7	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]1[C@H](O)CO	standard non polar	2025-10-24	1896.96
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_8	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1622.56
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_9	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	2164.75
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_10	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1880.58
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_11	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1667.14
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_12	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1971.23
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_13	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1342.03
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_14	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]1[C@@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	2453.16
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_15	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	3033.06
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_16	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1948.15
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_17	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	837.435
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_18	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	2535.56
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_19	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2260.82
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_20	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	3526.89
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_21	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	3149.18
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_22	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1928.61
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_23	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]1[C@H](O)CO	standard non polar	2025-10-24	2123.07
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_24	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O	standard non polar	2025-10-24	2573.65
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_25	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1684.13
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_26	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1204.04
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_27	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	2441.34
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_28	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@H]1O	standard non polar	2025-10-24	1772.09
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_29	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	2501.89
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_30	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1464.26
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_31	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1813.56
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_32	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2378.1
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_33	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2329.29
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_34	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1526.17
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_35	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2101.18
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_36	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1375.52
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_37	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard non polar	2025-10-24	2423.2
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_38	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1187.05
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_39	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	2083.4
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_40	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1018.48
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_41	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	854.338
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_42	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1839.54
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_43	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2126.23
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_44	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1639.19
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_45	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1067.42
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_46	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2460.12
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_47	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]1[C@@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	2974.22
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_48	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2167.51
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_49	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1213.08
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_50	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2186.04
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_51	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1763.29
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_52	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1202.91
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_53	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2618.03
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_54	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1067.68
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_55	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1961.32
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_56	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2814.42
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_57	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2649.62
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_58	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2969.6
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_59	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1494.98
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_60	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	3804.06
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_61	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	3125.81
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_62	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2418.75
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_63	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2784.8
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_64	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	3794.36
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_65	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1177.64
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_66	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1815.66
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_67	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	726.21
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_68	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2101.92
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_69	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2259.73
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_70	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2964.52
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_71	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1433.85
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_72	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1373.0
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_73	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1770.08
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_74	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1959.89
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_75	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1872.41
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_76	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@@H]1[C@H](O)CO	standard non polar	2025-10-24	1994.25
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_77	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@H]1O	standard non polar	2025-10-24	1427.19
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_78	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1263.82
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_79	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2717.4
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_80	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1984.16
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_81	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	3011.84
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_82	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2255.65
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_83	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1400.64
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_84	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1641.21
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_85	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2735.49
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_86	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard non polar	2025-10-24	2456.92
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_87	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	962.374
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_88	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2399.76
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_89	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1982.55
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_90	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1061.64
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_91	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1615.37
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_92	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2757.87
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_93	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	2312.16
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_94	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2917.44
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_95	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1666.63
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_96	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	3037.19
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_97	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard non polar	2025-10-24	1980.71
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_98	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2346.43
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_99	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O	standard non polar	2025-10-24	1912.3
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_100	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]1[C@H](O)CO	standard non polar	2025-10-24	1313.19
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_1	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	2156.25
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_2	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	3599.91
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_3	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	1704.46
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	1807.83
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_5	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	2258.96
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O	standard polar	2025-10-24	2356.79
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_7	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]1[C@H](O)CO	standard polar	2025-10-24	1261.41
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_8	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1807.45
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_9	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	2635.7
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_10	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	1831.85
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_11	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	1193.48
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_12	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	2274.4
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_13	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	3140.89
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_14	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]1[C@@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1598.25
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_15	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2672.46
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_16	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	1741.23
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_17	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	2665.7
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_18	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	1058.92
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_19	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1687.26
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_20	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2793.67
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_21	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2220.98
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_22	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2782.31
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_23	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]1[C@H](O)CO	standard polar	2025-10-24	1584.46
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_24	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O	standard polar	2025-10-24	878.607
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_25	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	2418.19
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_26	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2510.11
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_27	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	2574.99
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_28	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@H]1O	standard polar	2025-10-24	1392.27
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_29	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	1157.08
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_30	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2036.86
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_31	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1596.02
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_32	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2325.28
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_33	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2395.14
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_34	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2122.93
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_35	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1790.94
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_36	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1896.92
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_37	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard polar	2025-10-24	1041.64
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_38	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	1754.49
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_39	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	2235.87
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_40	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	386.718
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_41	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2344.08
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_42	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1504.22
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_43	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2519.01
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_44	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	1358.36
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_45	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	1354.87
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_46	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2454.92
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_47	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H]1[C@@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1699.93
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_48	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2185.57
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_49	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	2912.53
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_50	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2758.8
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_51	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	4481.49
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_52	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1570.13
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_53	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	3001.58
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_54	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	929.799
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_55	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	3191.24
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_56	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1187.89
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_57	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2474.29
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_58	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@@H](CO)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	3163.27
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_59	C[Si](C)(C)O[C@H](CO)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	3281.5
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_60	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	1543.42
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_61	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	2310.48
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_62	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1758.5
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_63	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2197.35
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_64	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1740.94
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_65	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	974.823
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_66	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	3356.15
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_67	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2648.22
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_68	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2802.42
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_69	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2934.54
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_70	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	3162.18
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_71	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2355.88
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_72	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2776.72
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_73	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2174.9
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_74	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2766.11
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_75	C[Si](C)(C)OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	354.742
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_76	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@@H]1[C@H](O)CO	standard polar	2025-10-24	922.803
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_77	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@H]1O	standard polar	2025-10-24	1679.15
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_78	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	1949.67
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_79	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2777.89
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_80	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2549.09
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_81	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2698.85
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_82	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	3924.31
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_83	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	769.847
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_84	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2536.38
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_85	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	3258.64
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_86	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard polar	2025-10-24	1350.11
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_87	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	2022.72
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_88	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1715.12
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_89	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2787.5
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_90	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O[Si](C)(C)C)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	939.738
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_91	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1664.22
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_92	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	4009.03
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_93	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	1795.79
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_94	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1684.25
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_95	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2839.52
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_96	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	3466.67
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_97	C[Si](C)(C)O[C@@H]1[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@@H](O)[C@@H]1O	standard polar	2025-10-24	2344.48
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_98	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]2O[C@H]([C@H](O)CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	3355.9
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_99	C[Si](C)(C)O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@H]([C@H](O)CO)[C@H]1O	standard polar	2025-10-24	2006.95
Gas Chromatography	ADP-D-glycero-beta-D-manno-heptose_TMS_100	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](O)[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](N3C=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)[C@H](O)[C@@H]2O)O[C@@H]1[C@H](O)CO	standard polar	2025-10-24	960.98

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0024825	Hydrogen Ion	ADP-D-glycero-beta-D-manno-heptose	Bifunctional protein HldE	Phosphorylation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria/Eubacteria	Proteobacteria	151	Pig ; Human feces; Cattle ; Human ; River trout ; Turkey ; Human sputum; Human subgingival plaque; Chicken
Bacteria/Eubacteria	Spirochaetes	1	Pig
Bacteria	Proteobacteria	5	Pig ; Human feces; Cattle ; Human ; River trout ; Turkey ; Human sputum; Human subgingival plaque; Chicken
Bacteria/Eubacteria	Fusobacteria	1	Human ; Human feces

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26331770

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46173177

PDB ID

Not Available

ChEBI ID

59967

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for ADP-D-glycero-beta-D-manno-heptose (MMDBc0055688)

MOL for #<Metabolite:0x00007f2e08cdd9e8>

3D MOL for #<Metabolite:0x00007f2e08cdd9e8>

3D SDF for #<Metabolite:0x00007f2e08cdd9e8>

3D-SDF for #<Metabolite:0x00007f2e08cdd9e8>

PDB for #<Metabolite:0x00007f2e08cdd9e8>

3D PDB for #<Metabolite:0x00007f2e08cdd9e8>

SMILES for #<Metabolite:0x00007f2e08cdd9e8>

INCHI for #<Metabolite:0x00007f2e08cdd9e8>

Structure for #<Metabolite:0x00007f2e08cdd9e8>

3D Structure for #<Metabolite:0x00007f2e08cdd9e8>