MiMeDB: Showing metabocard for 2-(a-Hydroxyethyl)thiamine diphosphate (MMDBc0047787)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:42:37 UTC

Update Date

2022-09-01 01:48:30 UTC

Metabolite ID

MMDBc0047787

Metabolite Identification

Common Name

2-(a-Hydroxyethyl)thiamine diphosphate

Description

2-(a-Hydroxyethyl)thiamine diphosphate, also known as 2-hydroxyethyl-THPP, belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group. 2-(a-Hydroxyethyl)thiamine diphosphate exists in all living species, ranging from bacteria to plants to humans. 2-(a-Hydroxyethyl)thiamine diphosphate has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 2-(a-hydroxyethyl)thiamine diphosphate a potential biomarker for the consumption of these foods. 2-(a-Hydroxyethyl)thiamine diphosphate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 2-(a-Hydroxyethyl)thiamine diphosphate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231219482D          

 29 30  0  0  0  0            999 V2000
   11.6999   -3.9612    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.7233   -3.5132    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.0287   -2.9320    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.2081   -2.8458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2383   -4.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3906   -3.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1149   -2.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8492   -3.0183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4514   -2.7737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0558   -3.0283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9425   -3.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6632   -6.1907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -4.9532    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.3778   -7.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -7.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2798   -3.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4178   -4.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9329   -4.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -5.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4952   -3.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -8.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7319   -6.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8929   -4.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -7.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3778   -6.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1124   -4.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5604   -5.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -6.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -6.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  1 26  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2 10  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 11  2  0  0  0  0
  5 17  1  0  0  0  0
  9 16  1  0  0  0  0
 12 25  1  0  0  0  0
 13 19  1  0  0  0  0
 13 23  2  0  0  0  0
 13 27  1  0  0  0  0
 14 24  1  0  0  0  0
 14 25  2  0  0  0  0
 15 24  2  0  0  0  0
 15 29  1  0  0  0  0
 16 20  1  0  0  0  0
 16 23  1  0  0  0  0
 17 18  1  0  0  0  0
 18 26  1  0  0  0  0
 19 28  1  0  0  0  0
 21 24  1  0  0  0  0
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 26 27  2  0  0  0  0
 28 29  2  0  0  0  0
M  CHG  1  13   1
M  END

HMDB0003904
     RDKit          3D
2-(a-Hydroxyethyl)thiamine diphosphate
 52 53  0  0  0  0  0  0  0  0999 V2000
   -3.5184    3.6600    2.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2364    2.5969    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1896    1.7619    1.6856 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    0.7969    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    0.6299   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5310   -0.3864   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.2158   -1.0784 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.4739   -2.3318   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7001   -2.9329    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202   -4.1874   -0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382   -3.3094    1.5728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -2.9660   -0.2654 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8955   -1.7614   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577   -1.6376   -1.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -0.5826   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -0.5339   -1.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778    0.6415   -0.1453 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.6417    0.2736   -0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485    2.1713   -0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884    0.5942    1.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540    1.3787    2.5337 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.8608    1.5648    2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451    0.4227    3.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223    2.8833    2.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -0.9124   -1.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776    0.3243   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    1.4810   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.3491   -1.5725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0351    2.4442    0.4964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    4.6798    2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5629    3.5689    2.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    3.5575    3.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.1496    0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4295   -1.0611   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4672    0.1228   -2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5421   -2.2488    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -4.0175   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310   -4.2804   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466   -5.0966   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -4.1489    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729   -1.3303   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -2.6287   -1.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743    0.4077   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -0.8504    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380    2.2713   -1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1843    0.8920    4.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444    3.2253    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6580    0.6415   -2.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    0.1679   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    1.1667   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    1.9736   -2.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4133    0.6212   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 13 25  2  0
 25 26  1  0
  5 27  1  0
 27 28  1  0
 27 29  2  0
 29  2  1  0
 25  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 19 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
M  CHG  1   7   1
M  END


  Mrv0541 02231219482D          

 29 30  0  0  0  0            999 V2000
   11.6999   -3.9612    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.7233   -3.5132    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.0287   -2.9320    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.2081   -2.8458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2383   -4.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3906   -3.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1149   -2.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8492   -3.0183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4514   -2.7737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0558   -3.0283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9425   -3.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6632   -6.1907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -4.9532    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.3778   -7.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -7.4282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2798   -3.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4178   -4.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9329   -4.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -5.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4952   -3.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -8.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7319   -6.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8929   -4.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -7.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3778   -6.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1124   -4.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5604   -5.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0923   -6.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -6.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  1 26  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2 10  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 11  2  0  0  0  0
  5 17  1  0  0  0  0
  9 16  1  0  0  0  0
 12 25  1  0  0  0  0
 13 19  1  0  0  0  0
 13 23  2  0  0  0  0
 13 27  1  0  0  0  0
 14 24  1  0  0  0  0
 14 25  2  0  0  0  0
 15 24  2  0  0  0  0
 15 29  1  0  0  0  0
 16 20  1  0  0  0  0
 16 23  1  0  0  0  0
 17 18  1  0  0  0  0
 18 26  1  0  0  0  0
 19 28  1  0  0  0  0
 21 24  1  0  0  0  0
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 26 27  2  0  0  0  0
 28 29  2  0  0  0  0
M  CHG  1  13   1
M  END
> <DATABASE_ID>
MMDBc0047787

> <DATABASE_NAME>
MIME

> <SMILES>
CC(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1

> <INCHI_IDENTIFIER>
InChI=1S/C14H22N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)18(8)7-11-6-16-10(3)17-13(11)15/h6,9,19H,4-5,7H2,1-3H3,(H4-,15,16,17,20,21,22,23,24)/p+1

> <INCHI_KEY>
RRUVJGASJONMDY-UHFFFAOYSA-O

> <FORMULA>
C14H23N4O8P2S

> <MOLECULAR_WEIGHT>
469.367

> <EXACT_MASS>
469.071182446

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
42.310059752283976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium

> <ALOGPS_LOGP>
-0.67

> <JCHEM_LOGP>
-6.934773039591691

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.197843720779322

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.778305054463372

> <JCHEM_PKA_STRONGEST_BASIC>
5.531124960768812

> <JCHEM_POLAR_SURFACE_AREA>
189.2

> <JCHEM_REFRACTIVITY>
116.57950000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-Hydroxyethyl-ThPP

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003904
     RDKit          3D
2-(a-Hydroxyethyl)thiamine diphosphate
 52 53  0  0  0  0  0  0  0  0999 V2000
   -3.5184    3.6600    2.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2364    2.5969    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1896    1.7619    1.6856 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    0.7969    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    0.6299   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5310   -0.3864   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.2158   -1.0784 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.4739   -2.3318   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7001   -2.9329    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202   -4.1874   -0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382   -3.3094    1.5728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -2.9660   -0.2654 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8955   -1.7614   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577   -1.6376   -1.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -0.5826   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -0.5339   -1.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778    0.6415   -0.1453 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.6417    0.2736   -0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485    2.1713   -0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884    0.5942    1.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540    1.3787    2.5337 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.8608    1.5648    2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451    0.4227    3.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223    2.8833    2.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -0.9124   -1.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776    0.3243   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    1.4810   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.3491   -1.5725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0351    2.4442    0.4964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    4.6798    2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5629    3.5689    2.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    3.5575    3.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.1496    0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4295   -1.0611   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4672    0.1228   -2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5421   -2.2488    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -4.0175   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310   -4.2804   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466   -5.0966   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -4.1489    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729   -1.3303   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -2.6287   -1.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743    0.4077   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -0.8504    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380    2.2713   -1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1843    0.8920    4.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444    3.2253    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6580    0.6415   -2.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    0.1679   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    1.1667   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    1.9736   -2.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4133    0.6212   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 13 25  2  0
 25 26  1  0
  5 27  1  0
 27 28  1  0
 27 29  2  0
 29  2  1  0
 25  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 19 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      21.840  -7.394   0.000  0.00  0.00           S+0
HETATM    2  P   UNK     0      27.483  -6.558   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      29.920  -5.473   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      28.388  -5.312   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      26.578  -7.804   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      28.729  -7.463   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      30.081  -3.941   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.452  -5.634   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      19.509  -5.178   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      26.237  -5.653   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      29.759  -7.005   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      16.171 -11.556   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      20.173  -9.246   0.000  0.00  0.00           N+1
HETATM   14  N   UNK     0      17.505 -13.866   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      20.173 -13.866   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      19.189  -6.684   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.047  -7.643   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.141  -8.889   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.839 -10.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.724  -7.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.839 -16.176   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.900 -11.379   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.333  -7.714   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.839 -14.636   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.505 -12.326   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.610  -8.728   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.579  -9.872   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.839 -11.556   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.173 -12.326   0.000  0.00  0.00           C+0
CONECT    1   23   26                                                       
CONECT    2    4    5    6   10                                             
CONECT    3    4    7    8   11                                             
CONECT    4    2    3                                                       
CONECT    5    2   17                                                       
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    3                                                            
CONECT    9   16                                                            
CONECT   10    2                                                            
CONECT   11    3                                                            
CONECT   12   25                                                            
CONECT   13   19   23   27                                                  
CONECT   14   24   25                                                       
CONECT   15   24   29                                                       
CONECT   16    9   20   23                                                  
CONECT   17    5   18                                                       
CONECT   18   17   26                                                       
CONECT   19   13   28                                                       
CONECT   20   16                                                            
CONECT   21   24                                                            
CONECT   22   27                                                            
CONECT   23    1   13   16                                                  
CONECT   24   14   15   21                                                  
CONECT   25   12   14   28                                                  
CONECT   26    1   18   27                                                  
CONECT   27   13   22   26                                                  
CONECT   28   19   25   29                                                  
CONECT   29   15   28                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0003904
HETATM    1  C1  UNL     1      -3.518   3.660   2.577  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.236   2.597   1.567  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.190   1.762   1.686  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.925   0.797   0.780  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.729   0.630  -0.315  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.531  -0.386  -1.356  1.00  0.00           C  
HETATM    7  N2  UNL     1      -1.331  -1.216  -1.078  1.00  0.00           N1+
HETATM    8  C6  UNL     1      -1.474  -2.332  -0.354  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.700  -2.933   0.262  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.120  -4.187  -0.498  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.338  -3.309   1.573  1.00  0.00           O  
HETATM   12  S1  UNL     1       0.096  -2.966  -0.265  1.00  0.00           S  
HETATM   13  C9  UNL     1       0.895  -1.761  -1.174  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.358  -1.638  -1.538  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.021  -0.583  -0.678  1.00  0.00           C  
HETATM   16  O2  UNL     1       4.363  -0.534  -1.078  1.00  0.00           O  
HETATM   17  P1  UNL     1       5.178   0.642  -0.145  1.00  0.00           P  
HETATM   18  O3  UNL     1       6.642   0.274  -0.121  1.00  0.00           O  
HETATM   19  O4  UNL     1       4.948   2.171  -0.805  1.00  0.00           O  
HETATM   20  O5  UNL     1       4.488   0.594   1.397  1.00  0.00           O  
HETATM   21  P2  UNL     1       5.454   1.379   2.534  1.00  0.00           P  
HETATM   22  O6  UNL     1       6.861   1.565   2.029  1.00  0.00           O  
HETATM   23  O7  UNL     1       5.545   0.423   3.933  1.00  0.00           O  
HETATM   24  O8  UNL     1       4.822   2.883   2.979  1.00  0.00           O  
HETATM   25  C12 UNL     1      -0.134  -0.912  -1.503  1.00  0.00           C  
HETATM   26  C13 UNL     1       0.178   0.324  -2.329  1.00  0.00           C  
HETATM   27  C14 UNL     1      -3.804   1.481  -0.445  1.00  0.00           C  
HETATM   28  N3  UNL     1      -4.676   1.349  -1.572  1.00  0.00           N  
HETATM   29  N4  UNL     1      -4.035   2.444   0.496  1.00  0.00           N  
HETATM   30  H1  UNL     1      -3.437   4.680   2.118  1.00  0.00           H  
HETATM   31  H2  UNL     1      -4.563   3.569   2.970  1.00  0.00           H  
HETATM   32  H3  UNL     1      -2.816   3.557   3.412  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.083   0.150   0.904  1.00  0.00           H  
HETATM   34  H5  UNL     1      -3.430  -1.061  -1.458  1.00  0.00           H  
HETATM   35  H6  UNL     1      -2.467   0.123  -2.330  1.00  0.00           H  
HETATM   36  H7  UNL     1      -3.542  -2.249   0.258  1.00  0.00           H  
HETATM   37  H8  UNL     1      -2.792  -4.017  -1.558  1.00  0.00           H  
HETATM   38  H9  UNL     1      -4.231  -4.280  -0.486  1.00  0.00           H  
HETATM   39  H10 UNL     1      -2.647  -5.097  -0.074  1.00  0.00           H  
HETATM   40  H11 UNL     1      -1.820  -4.149   1.556  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.473  -1.330  -2.598  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.801  -2.629  -1.402  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.574   0.408  -0.886  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.008  -0.850   0.393  1.00  0.00           H  
HETATM   45  H16 UNL     1       5.538   2.271  -1.612  1.00  0.00           H  
HETATM   46  H17 UNL     1       6.184   0.892   4.537  1.00  0.00           H  
HETATM   47  H18 UNL     1       4.244   3.225   2.258  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.658   0.641  -2.948  1.00  0.00           H  
HETATM   49  H20 UNL     1       1.117   0.168  -2.887  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.395   1.167  -1.615  1.00  0.00           H  
HETATM   51  H22 UNL     1      -4.544   1.974  -2.409  1.00  0.00           H  
HETATM   52  H23 UNL     1      -5.413   0.621  -1.499  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3   29
CONECT    3    4
CONECT    4    5    5   33
CONECT    5    6   27
CONECT    6    7   34   35
CONECT    7    8    8   25
CONECT    8    9   12
CONECT    9   10   11   36
CONECT   10   37   38   39
CONECT   11   40
CONECT   12   13
CONECT   13   14   25   25
CONECT   14   15   41   42
CONECT   15   16   43   44
CONECT   16   17
CONECT   17   18   18   19   20
CONECT   19   45
CONECT   20   21
CONECT   21   22   22   23   24
CONECT   23   46
CONECT   24   47
CONECT   25   26
CONECT   26   48   49   50
CONECT   27   28   29   29
CONECT   28   51   52
END

HMDB0003904
     RDKit          3D
2-(a-Hydroxyethyl)thiamine diphosphate
 52 53  0  0  0  0  0  0  0  0999 V2000
   -3.5184    3.6600    2.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2364    2.5969    1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1896    1.7619    1.6856 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    0.7969    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    0.6299   -0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5310   -0.3864   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3311   -1.2158   -1.0784 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.4739   -2.3318   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7001   -2.9329    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202   -4.1874   -0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382   -3.3094    1.5728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -2.9660   -0.2654 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8955   -1.7614   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577   -1.6376   -1.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -0.5826   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -0.5339   -1.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778    0.6415   -0.1453 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.6417    0.2736   -0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485    2.1713   -0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884    0.5942    1.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540    1.3787    2.5337 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.8608    1.5648    2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451    0.4227    3.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223    2.8833    2.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -0.9124   -1.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776    0.3243   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    1.4810   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    1.3491   -1.5725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0351    2.4442    0.4964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    4.6798    2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5629    3.5689    2.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    3.5575    3.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.1496    0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4295   -1.0611   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4672    0.1228   -2.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5421   -2.2488    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -4.0175   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310   -4.2804   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466   -5.0966   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -4.1489    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729   -1.3303   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -2.6287   -1.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743    0.4077   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -0.8504    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380    2.2713   -1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1843    0.8920    4.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444    3.2253    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6580    0.6415   -2.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    0.1679   -2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    1.1667   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    1.9736   -2.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4133    0.6212   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 13 25  2  0
 25 26  1  0
  5 27  1  0
 27 28  1  0
 27 29  2  0
 29  2  1  0
 25  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 19 45  1  0
 23 46  1  0
 24 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
M  CHG  1   7   1
M  END

Synonyms

Value	Source
2-(alpha-Hydroxyethyl)thiamine diphosphate	ChEBI
2-Hydroxyethyl-THPP	ChEBI
2-(a-Hydroxyethyl)thiamine diphosphoric acid	Generator
2-(alpha-Hydroxyethyl)thiamine diphosphoric acid	Generator
2-(Α-hydroxyethyl)thiamine diphosphate	Generator
2-(Α-hydroxyethyl)thiamine diphosphoric acid	Generator
3-[(4-amino-2-Methyl-5-pyrimidinyl)methyl]-2-(1-hydroxyethyl)-4-methyl-5-(4,6,6-trihydroxy-3,5-dioxa-4,6-diphosphahex-1-yl)- P,p'-dioxide	HMDB
3-[(4-amino-2-Methyl-5-pyrimidinyl)methyl]-2-(1-hydroxyethyl)-5-(2-hydroxyethyl)-4-methyl- 5-(trihydrogen pyrophosphate) (8ci)	HMDB
Thiazolium	HMDB

Molecular Formula

C₁₄H₂₃N₄O₈P₂S

Average Mass

469.367

Monoisotopic Mass

469.071182446

IUPAC Name

3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium

Traditional Name

2-Hydroxyethyl-ThPP

CAS Registry Number

Not Available

SMILES

CC(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1

InChI Identifier

InChI=1S/C14H22N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)18(8)7-11-6-16-10(3)17-13(11)15/h6,9,19H,4-5,7H2,1-3H3,(H4-,15,16,17,20,21,22,23,24)/p+1

InChI Key

RRUVJGASJONMDY-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Thiamine phosphates

Alternative Parents

Substituents

Thiamine-phosphate
Organic pyrophosphate
2,4,5-trisubstituted 1,3-thiazole
Aminopyrimidine
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Imidolactam
Heteroaromatic compound
Azole
Thiazole
Secondary alcohol
Azacycle
Hydrocarbon derivative
Amine
Organic oxide
Primary amine
Alcohol
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic alcohol
Organic oxygen compound
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

thiamine phosphate (CHEBI:978 )
1,3-thiazolium cation (CHEBI:978 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.09 g/L	ALOGPS
logP	-0.67	ALOGPS
logP	-6.9	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	5.53	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	189.2 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	116.58 m³·mol⁻¹	ChemAxon
Polarizability	42.31 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-7935300000-0b34a7fca682f8a54c08	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-004j-6902440000-140c534b7a34d2b16ee4	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0010900000-edc3bde291066610b257	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-6105900000-00a7fd6e1e5ff7ec29f3	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-8890500000-4cdd741793f8ee1a2bec	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0000900000-7931ef394e437f66ed47	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9100200000-d75312b43c4b5a131db6	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00bj-9000000000-6e1658898bc7c721e474	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00xr-0603900000-82b7c28c4be6ddfaa3f2	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dj-0907300000-f357687aa15a122efae0	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-2900000000-4e0cf5cd46cb10b9f12f	2021-09-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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
MMDBp0191688	Pyruvate dehydrogenase E1 component subunit beta, mitochondrial	Enzyme	P11177	Homo sapiens
MMDBp0191720	Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial	Enzyme	P08559	Homo sapiens
MMDBp0191724	Pyruvate dehydrogenase E1 component subunit alpha, testis-specific form, mitochondrial	Enzyme	P29803	Homo sapiens
MMDBp0192105	2-oxoglutarate dehydrogenase, mitochondrial	Enzyme	Q02218	Homo sapiens
MMDBp0194154	Acetolactate synthase-like protein	Unknown	A1L0T0	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0010650	Thiamine pyrophosphate	2-(a-Hydroxyethyl)thiamine diphosphate	pyruvate dehydrogenase (lipoamide) alpha 1		VMH; KEGG	30371894

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0003904

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023246

KNApSAcK ID

Not Available

Chemspider ID

389468

KEGG Compound ID

C05125

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440568

PDB ID

Not Available

ChEBI ID

978

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
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-(a-Hydroxyethyl)thiamine diphosphate (MMDBc0047787)

MOL for #<Metabolite:0x00007fdb3fd8bdb0>

3D MOL for #<Metabolite:0x00007fdb3fd8bdb0>

3D SDF for #<Metabolite:0x00007fdb3fd8bdb0>

3D-SDF for #<Metabolite:0x00007fdb3fd8bdb0>

PDB for #<Metabolite:0x00007fdb3fd8bdb0>

3D PDB for #<Metabolite:0x00007fdb3fd8bdb0>

SMILES for #<Metabolite:0x00007fdb3fd8bdb0>

INCHI for #<Metabolite:0x00007fdb3fd8bdb0>

Structure for #<Metabolite:0x00007fdb3fd8bdb0>

3D Structure for #<Metabolite:0x00007fdb3fd8bdb0>