MiMeDB: Showing metabocard for 2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate (MMDBc0032876)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 22:09:09 UTC

Update Date

2022-08-31 21:44:49 UTC

Metabolite ID

MMDBc0032876

Metabolite Identification

Common Name

2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate

Description

2,3-bis((3R)-3-Hydroxymyristoyl)-alpha-D-glucosaminyl 1-phosphate is an intermediate in Lipid IVA synthesis which is essesntial for the production of LPS. Lipopolysaccharide (LPS), a major outer membrane component, is composed of three domains: Lipid A, t

Structure

MOL SDF PDB SMILES InChI


  Mrv1533005141515112D          

 48 48  0  0  0  0            999 V2000
   -4.8214    2.0080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5359    1.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5359    0.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069    0.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069    1.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2503    2.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9648    1.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924    2.0080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2503    0.3578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214   -0.4669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924    0.3578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9635    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1798    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8943    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6088    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0377    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7522    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8956    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6101    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9635   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1798   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8943   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6088   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0377   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7522   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780    1.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490    1.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069   -1.7044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -1.7044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924    2.8330    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0399    2.8214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4198    3.7373    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.6110    2.8892    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  4 11  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 41  2  0  0  0  0
 15 42  1  0  0  0  0
 29 44  1  0  0  0  0
 27 43  2  0  0  0  0
  3 10  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 45 48  1  0  0  0  0
M  CHG  2  47  -1  48  -1
M  END


  Mrv1533005141515112D          

 48 48  0  0  0  0            999 V2000
   -4.8214    2.0080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5359    1.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5359    0.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069    0.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069    1.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2503    2.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9648    1.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924    2.0080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2503    0.3578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214   -0.4669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924    0.3578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9635    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1798    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8943    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6088    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0377    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7522    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8956    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6101    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9635   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1798   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8943   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6088   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0377   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7522   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780    1.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490    1.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069   -1.7044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -1.7044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924    2.8330    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0399    2.8214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4198    3.7373    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.6110    2.8892    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  4 11  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 41  2  0  0  0  0
 15 42  1  0  0  0  0
 29 44  1  0  0  0  0
 27 43  2  0  0  0  0
  3 10  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 45 48  1  0  0  0  0
M  CHG  2  47  -1  48  -1
M  END
> <DATABASE_ID>
MMDBc0032876

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCC(O)CC(=O)NC1C(OP([O-])([O-])=O)OC(CO)C(O)C1OC(=O)CC(O)CCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C34H66NO12P/c1-3-5-7-9-11-13-15-17-19-21-26(37)23-29(39)35-31-33(32(41)28(25-36)45-34(31)47-48(42,43)44)46-30(40)24-27(38)22-20-18-16-14-12-10-8-6-4-2/h26-28,31-34,36-38,41H,3-25H2,1-2H3,(H,35,39)(H2,42,43,44)/p-2

> <INCHI_KEY>
HEHQDWUWJVPREQ-UHFFFAOYSA-L

> <FORMULA>
C34H64NO12P

> <MOLECULAR_WEIGHT>
709.856

> <EXACT_MASS>
709.417710663

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
112

> <JCHEM_AVERAGE_POLARIZABILITY>
80.24553034296056

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-6-(hydroxymethyl)-3-(3-hydroxytetradecanamido)-4-[(3-hydroxytetradecanoyl)oxy]oxan-2-yl phosphate

> <ALOGPS_LOGP>
4.85

> <JCHEM_LOGP>
5.816945157333333

> <ALOGPS_LOGS>
-5.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.235688417278994

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1744358710921423

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5820751176958203

> <JCHEM_POLAR_SURFACE_AREA>
217.97

> <JCHEM_REFRACTIVITY>
178.31250000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
30

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-6-(hydroxymethyl)-3-(3-hydroxytetradecanamido)-4-[(3-hydroxytetradecanoyl)oxy]oxan-2-yl phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  O   UNK     0      -9.000   3.748   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -10.334   2.978   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.334   1.438   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.000   0.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.666   1.438   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.666   2.978   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.667   3.748   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0     -13.001   2.978   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -6.332   3.748   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0     -11.667   0.668   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -9.000  -0.872   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -6.332   0.668   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -4.999   1.438   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.665   0.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.331   1.438   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.998   0.668   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.336   1.438   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.669   0.668   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.003   1.438   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.337   0.668   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.670   1.438   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.004   0.668   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.338   1.438   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.671   0.668   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.005   1.438   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.339   0.668   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.666  -1.642   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.332  -0.872   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.999  -1.642   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.665  -0.872   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.331  -1.642   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.998  -0.872   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.336  -1.642   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.669  -0.872   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.003  -1.642   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.337  -0.872   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.670  -1.642   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.004  -0.872   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.338  -1.642   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.671  -0.872   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -4.999   2.978   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -2.331   2.978   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -7.666  -3.182   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -4.999  -3.182   0.000  0.00  0.00           O+0
HETATM   45  P   UNK     0      -6.332   5.288   0.000  0.00  0.00           P+0
HETATM   46  O   UNK     0      -7.541   5.267   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -6.384   6.976   0.000  0.00  0.00           O-1
HETATM   48  O   UNK     0      -4.874   5.393   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    3    1    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    1    9                                                  
CONECT    7    2    8                                                       
CONECT    8    7                                                            
CONECT    9    6   45                                                       
CONECT   10    3                                                            
CONECT   11    4   27                                                       
CONECT   12    5   13                                                       
CONECT   13   14   12   41                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   42                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   11   28   43                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   44                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   13                                                            
CONECT   42   15                                                            
CONECT   43   27                                                            
CONECT   44   29                                                            
CONECT   45    9   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45                                                            
MASTER        0    0    0    0    0    0    0    0   48    0   96    0
END

Synonyms

Value	Source
2,3-Bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphoric acid	Generator

Molecular Formula

C₃₄H₆₄NO₁₂P

Average Mass

709.856

Monoisotopic Mass

709.417710663

IUPAC Name

5-hydroxy-6-(hydroxymethyl)-3-(3-hydroxytetradecanamido)-4-[(3-hydroxytetradecanoyl)oxy]oxan-2-yl phosphate

Traditional Name

5-hydroxy-6-(hydroxymethyl)-3-(3-hydroxytetradecanamido)-4-[(3-hydroxytetradecanoyl)oxy]oxan-2-yl phosphate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC(O)CC(=O)NC1C(OP([O-])([O-])=O)OC(CO)C(O)C1OC(=O)CC(O)CCCCCCCCCCC

InChI Identifier

InChI=1S/C34H66NO12P/c1-3-5-7-9-11-13-15-17-19-21-26(37)23-29(39)35-31-33(32(41)28(25-36)45-34(31)47-48(42,43)44)46-30(40)24-27(38)22-20-18-16-14-12-10-8-6-4-2/h26-28,31-34,36-38,41H,3-25H2,1-2H3,(H,35,39)(H2,42,43,44)/p-2

InChI Key

HEHQDWUWJVPREQ-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Acylaminosugar
Saccharolipid
N-acyl-alpha-hexosamine
Monosaccharide phosphate
Beta-hydroxy acid
Fatty acid ester
Fatty amide
Hydroxy acid
Monosaccharide
N-acyl-amine
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Carboxylic acid ester
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organonitrogen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Primary alcohol
Organopnictogen compound
Carbonyl group
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a small molecule (BISOHMYR-GLUCOSAMINYL-1P )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0046 g/L	ALOGPS
logP	4.85	ALOGPS
logP	5.82	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	1.17	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	217.97 Å²	ChemAxon
Rotatable Bond Count	30	ChemAxon
Refractivity	178.31 m³·mol⁻¹	ChemAxon
Polarizability	80.25 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ik9-0100000900-19fafef59b8d0ea9feaa	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-3520009700-699b749506073f8c849a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002f-9510000000-b6b4aa9d5ab69b47e3cd	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-8120014900-dc3378e12db5ce47efdf	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-9570144500-d63f54d7b3c9f91cff98	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-4391000000-a70aaa02a539c35d8cde	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human sputum; Human subgingival plaque; Human feces	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74413591

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for 2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate (MMDBc0032876)

MOL for #<Metabolite:0x00007f467e153378>

3D MOL for #<Metabolite:0x00007f467e153378>

3D SDF for #<Metabolite:0x00007f467e153378>

3D-SDF for #<Metabolite:0x00007f467e153378>

PDB for #<Metabolite:0x00007f467e153378>

3D PDB for #<Metabolite:0x00007f467e153378>

SMILES for #<Metabolite:0x00007f467e153378>

INCHI for #<Metabolite:0x00007f467e153378>

Structure for #<Metabolite:0x00007f467e153378>

3D Structure for #<Metabolite:0x00007f467e153378>