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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:46:24 UTC

Update Date

2021-09-24 06:46:24 UTC

HMDB ID

HMDB0304055

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(alpha-hydroxyethyl)thiamine diphosphate

Description

2-(alpha-hydroxyethyl)thiamine diphosphate, also known as 2-(α-hydroxyethyl)-tpp, is a member of the class of compounds known as thiamine phosphates. Thiamine phosphates are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group. 2-(alpha-hydroxyethyl)thiamine diphosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 2-(alpha-hydroxyethyl)thiamine diphosphate can be found in a number of food items such as amaranth, wild rice, date, and elliott's blueberry, which makes 2-(alpha-hydroxyethyl)thiamine diphosphate a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1533005141512312D          

 29 30  0  0  0  0            999 V2000
   -0.6078   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -2.5687    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0459   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101   -3.1499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -1.7840    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.8443   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0158   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4027   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5743    0.6369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3589    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5304    1.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9720    0.3398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8004   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -1.0192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0598   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575   -1.8262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -2.3782    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -2.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6227   -1.7651    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.6837   -2.9302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4684   -2.6753    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2530   -2.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7233   -3.4599    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -5.2134   -1.8907    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 17  2  0  0  0  0
  2  9  1  0  0  0  0
  3 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  2  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  CHG  4   9   1  24  -1  28  -1  29  -1
M  END

HMDB0304055
     RDKit          3D
2-(alpha-hydroxyethyl)thiamine diphosphate
 49 50  0  0  0  0  0  0  0  0999 V2000
   -6.5788   -1.4356   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3735   -0.5329   -0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3642    0.3689    0.7132 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964    1.0761    0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911    0.9662    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    1.6075    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861    0.8818    0.6484 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.4566   -0.3159    1.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339   -1.3718    1.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6288   -2.5083    0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4213   -0.9434    2.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2346   -0.5062    1.0657 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    0.9618    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    1.6124   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    0.8943    0.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.4517    0.4370 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1658   -1.1599    0.1497 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3891   -2.5659    0.4606 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199   -1.1559   -1.6688 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.4913   -0.1883    0.4407 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6934   -0.7098   -0.6650 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.0151   -2.1391   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9565   -0.7312   -2.2021 O   0  0  0  0  0  1  0  0  0  0  0  0
    9.0257    0.2860   -0.6833 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.3320    1.5424    0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    2.8196   -0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1019    0.0193   -0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505   -0.1243   -1.5396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2359   -0.6378   -0.9620 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356   -2.3142   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4832   -0.9507   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8108   -1.8640    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3143    1.8277    1.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8965    2.6656    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039    1.7189    1.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192   -1.9314    2.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965   -2.8528    0.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861   -3.3907    1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166   -2.3908    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277   -1.4923    2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203    2.6631    0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441    1.4243   -1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9392    1.2140    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955    1.0411    1.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    3.0974   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    2.6118   -1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    3.6099   -0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4133   -0.9702   -1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5729    0.7249   -2.0577 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
 26 45  1  0
 26 46  1  0
 26 47  1  0
 28 48  1  0
 28 49  1  0
M  CHG  4   7   1  19  -1  23  -1  24  -1
M  END


  Mrv1533005141512312D          

 29 30  0  0  0  0            999 V2000
   -0.6078   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -2.5687    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0459   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101   -3.1499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -1.7840    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.8443   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0158   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4027   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5743    0.6369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3589    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5304    1.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9720    0.3398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8004   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -1.0192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0598   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575   -1.8262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -2.3782    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -2.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6227   -1.7651    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.6837   -2.9302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4684   -2.6753    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2530   -2.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7233   -3.4599    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -5.2134   -1.8907    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 17  2  0  0  0  0
  2  9  1  0  0  0  0
  3 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  2  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  CHG  4   9   1  24  -1  28  -1  29  -1
M  END
> <DATABASE_ID>
HMDB0304055

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)C1=[N+](CC2=C(N)N=C(C)N=C2)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-2

> <INCHI_KEY>
RRUVJGASJONMDY-UHFFFAOYSA-L

> <FORMULA>
C14H20N4O8P2S

> <MOLECULAR_WEIGHT>
466.34

> <EXACT_MASS>
466.04880595

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
41.33309015784462

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.67

> <JCHEM_LOGP>
-6.92320739923297

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.217752828875717

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7783050544598877

> <JCHEM_PKA_STRONGEST_BASIC>
5.531124960768811

> <JCHEM_POLAR_SURFACE_AREA>
197.69

> <JCHEM_REFRACTIVITY>
113.21439999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304055
     RDKit          3D
2-(alpha-hydroxyethyl)thiamine diphosphate
 49 50  0  0  0  0  0  0  0  0999 V2000
   -6.5788   -1.4356   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3735   -0.5329   -0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3642    0.3689    0.7132 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964    1.0761    0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911    0.9662    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    1.6075    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861    0.8818    0.6484 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.4566   -0.3159    1.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339   -1.3718    1.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6288   -2.5083    0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4213   -0.9434    2.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2346   -0.5062    1.0657 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    0.9618    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    1.6124   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    0.8943    0.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.4517    0.4370 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1658   -1.1599    0.1497 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3891   -2.5659    0.4606 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199   -1.1559   -1.6688 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.4913   -0.1883    0.4407 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6934   -0.7098   -0.6650 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.0151   -2.1391   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9565   -0.7312   -2.2021 O   0  0  0  0  0  1  0  0  0  0  0  0
    9.0257    0.2860   -0.6833 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.3320    1.5424    0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    2.8196   -0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1019    0.0193   -0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505   -0.1243   -1.5396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2359   -0.6378   -0.9620 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356   -2.3142   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4832   -0.9507   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8108   -1.8640    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3143    1.8277    1.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8965    2.6656    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039    1.7189    1.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192   -1.9314    2.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965   -2.8528    0.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861   -3.3907    1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166   -2.3908    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277   -1.4923    2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203    2.6631    0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441    1.4243   -1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9392    1.2140    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955    1.0411    1.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    3.0974   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    2.6118   -1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    3.6099   -0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4133   -0.9702   -1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5729    0.7249   -2.0577 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
 26 45  1  0
 26 46  1  0
 26 47  1  0
 28 48  1  0
 28 49  1  0
M  CHG  4   7   1  19  -1  23  -1  24  -1
M  END

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  C   UNK     0      -1.134  -0.885   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.134  -2.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.380  -3.330   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0      -1.904  -4.795   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0      -0.364  -4.795   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.541  -6.041   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.086  -7.448   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.072  -5.880   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       0.111  -3.330   0.000  0.00  0.00           N+1
HETATM   10  C   UNK     0       1.576  -2.854   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.896  -1.348   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.752  -0.317   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.072   1.189   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.537   1.665   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.857   3.171   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       3.681   0.634   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.361  -0.872   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.505  -1.903   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -3.845  -2.854   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.989  -3.885   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.454  -3.409   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0      -7.599  -4.439   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      -6.568  -5.584   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.629  -3.295   0.000  0.00  0.00           O-1
HETATM   25  O   UNK     0      -8.743  -5.470   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0     -10.208  -4.994   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0     -11.672  -4.518   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -10.683  -6.459   0.000  0.00  0.00           O-1
HETATM   29  O   UNK     0      -9.732  -3.529   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5   10    2                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   11                                                  
CONECT   18   17                                                            
CONECT   19    3   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0304055
HETATM    1  C1  UNL     1      -6.579  -1.436  -0.447  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.374  -0.533  -0.284  1.00  0.00           C  
HETATM    3  N1  UNL     1      -5.364   0.369   0.713  1.00  0.00           N  
HETATM    4  C3  UNL     1      -4.296   1.076   0.985  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.091   0.966   0.277  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.963   1.608   0.864  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.686   0.882   0.648  1.00  0.00           N1+
HETATM    8  C6  UNL     1      -0.457  -0.316   1.219  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.334  -1.372   1.779  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.629  -2.508   0.846  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.421  -0.943   2.486  1.00  0.00           O  
HETATM   12  S1  UNL     1       1.235  -0.506   1.066  1.00  0.00           S  
HETATM   13  C9  UNL     1       1.584   0.962   0.273  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.869   1.612  -0.135  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.962   0.894   0.756  1.00  0.00           C  
HETATM   16  O2  UNL     1       3.705  -0.452   0.437  1.00  0.00           O  
HETATM   17  P1  UNL     1       5.166  -1.160   0.150  1.00  0.00           P  
HETATM   18  O3  UNL     1       5.389  -2.566   0.461  1.00  0.00           O  
HETATM   19  O4  UNL     1       5.120  -1.156  -1.669  1.00  0.00           O1-
HETATM   20  O5  UNL     1       6.491  -0.188   0.441  1.00  0.00           O  
HETATM   21  P2  UNL     1       7.693  -0.710  -0.665  1.00  0.00           P  
HETATM   22  O6  UNL     1       8.015  -2.139  -0.276  1.00  0.00           O  
HETATM   23  O7  UNL     1       6.957  -0.731  -2.202  1.00  0.00           O1-
HETATM   24  O8  UNL     1       9.026   0.286  -0.683  1.00  0.00           O1-
HETATM   25  C12 UNL     1       0.332   1.542   0.155  1.00  0.00           C  
HETATM   26  C13 UNL     1       0.274   2.820  -0.672  1.00  0.00           C  
HETATM   27  C14 UNL     1      -3.102   0.019  -0.774  1.00  0.00           C  
HETATM   28  N3  UNL     1      -1.951  -0.124  -1.540  1.00  0.00           N  
HETATM   29  N4  UNL     1      -4.236  -0.638  -0.962  1.00  0.00           N  
HETATM   30  H1  UNL     1      -6.236  -2.314  -0.998  1.00  0.00           H  
HETATM   31  H2  UNL     1      -7.483  -0.951  -0.746  1.00  0.00           H  
HETATM   32  H3  UNL     1      -6.811  -1.864   0.600  1.00  0.00           H  
HETATM   33  H4  UNL     1      -4.314   1.828   1.791  1.00  0.00           H  
HETATM   34  H5  UNL     1      -1.896   2.666   0.550  1.00  0.00           H  
HETATM   35  H6  UNL     1      -2.104   1.719   1.994  1.00  0.00           H  
HETATM   36  H7  UNL     1      -0.719  -1.931   2.602  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.696  -2.853   0.367  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.986  -3.391   1.478  1.00  0.00           H  
HETATM   39  H10 UNL     1      -2.417  -2.391   0.111  1.00  0.00           H  
HETATM   40  H11 UNL     1      -3.228  -1.492   2.208  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.920   2.663   0.148  1.00  0.00           H  
HETATM   42  H13 UNL     1       3.144   1.424  -1.183  1.00  0.00           H  
HETATM   43  H14 UNL     1       4.939   1.214   0.648  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.595   1.041   1.822  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.739   3.097  -0.952  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.761   2.612  -1.697  1.00  0.00           H  
HETATM   47  H18 UNL     1       0.918   3.610  -0.263  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.413  -0.970  -1.687  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.573   0.725  -2.058  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   20   21
CONECT   21   22   22   23   24
CONECT   25   26
CONECT   26   45   46   47
CONECT   27   28   29   29
CONECT   28   48   49
END

HMDB0304055
     RDKit          3D
2-(alpha-hydroxyethyl)thiamine diphosphate
 49 50  0  0  0  0  0  0  0  0999 V2000
   -6.5788   -1.4356   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3735   -0.5329   -0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3642    0.3689    0.7132 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964    1.0761    0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911    0.9662    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    1.6075    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861    0.8818    0.6484 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.4566   -0.3159    1.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339   -1.3718    1.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6288   -2.5083    0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4213   -0.9434    2.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2346   -0.5062    1.0657 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    0.9618    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    1.6124   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    0.8943    0.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.4517    0.4370 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1658   -1.1599    0.1497 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3891   -2.5659    0.4606 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199   -1.1559   -1.6688 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.4913   -0.1883    0.4407 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6934   -0.7098   -0.6650 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.0151   -2.1391   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9565   -0.7312   -2.2021 O   0  0  0  0  0  1  0  0  0  0  0  0
    9.0257    0.2860   -0.6833 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.3320    1.5424    0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    2.8196   -0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1019    0.0193   -0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505   -0.1243   -1.5396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2359   -0.6378   -0.9620 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356   -2.3142   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4832   -0.9507   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8108   -1.8640    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3143    1.8277    1.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8965    2.6656    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039    1.7189    1.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192   -1.9314    2.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965   -2.8528    0.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861   -3.3907    1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166   -2.3908    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277   -1.4923    2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203    2.6631    0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441    1.4243   -1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9392    1.2140    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955    1.0411    1.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    3.0974   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    2.6118   -1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    3.6099   -0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4133   -0.9702   -1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5729    0.7249   -2.0577 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
 26 45  1  0
 26 46  1  0
 26 47  1  0
 28 48  1  0
 28 49  1  0
M  CHG  4   7   1  19  -1  23  -1  24  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(1-Hydroxyethyl)thiamine diphosphate	ChEBI
2-(1-Hydroxyethyl)thiamine diphosphate dianion	ChEBI
2-(1-Hydroxyethyl)thiamine(1+) diphosphate(3-)	ChEBI
2-(1-Hydroxyethyl)thiamine diphosphoric acid	Generator
2-(1-Hydroxyethyl)thiamine diphosphoric acid dianion	Generator
2-(1-Hydroxyethyl)thiamine(1+) diphosphoric acid(3-)	Generator
2-(1-Hydroxyethyl)thiamine diphosphoric acid(2-)	Generator
2-(α-hydroxyethyl)thiamine diphosphoric acid	Generator
2-(Α-hydroxyethyl)thiamine diphosphoric acid	Generator

Chemical Formula

C₁₄H₂₀N₄O₈P₂S

Average Molecular Weight

466.34

Monoisotopic Molecular Weight

466.04880595

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC(O)C1=[N+](CC2=C(N)N=C(C)N=C2)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-2

InChI Key

RRUVJGASJONMDY-UHFFFAOYSA-L

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
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 anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:58939 )
a small molecule (2-ALPHA-HYDROXYETHYL-THPP )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.67	ALOGPS
logP	-6.9	ChemAxon
logS	-2.6	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	2	ChemAxon
Polar Surface Area	197.69 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	113.21 m³·mol⁻¹	ChemAxon
Polarizability	41.33 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	197.852	32859911
AllCCS	[M+H-H2O]+	195.817	32859911
AllCCS	[M+Na]+	200.244	32859911
AllCCS	[M+NH4]+	199.714	32859911
AllCCS	[M-H]-	189.572	32859911
AllCCS	[M+Na-2H]-	189.646	32859911
AllCCS	[M+HCOO]-	189.87	32859911
DeepCCS	[M+H]+	183.767	30932474
DeepCCS	[M-H]-	181.409	30932474
DeepCCS	[M-2H]-	214.392	30932474
DeepCCS	[M+Na]+	190.896	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(alpha-hydroxyethyl)thiamine diphosphate,2TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N[Si](C)(C)C)=N1	3440.8	Semi standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N[Si](C)(C)C)=N1	3225.6	Standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N[Si](C)(C)C)=N1	4603.4	Standard polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3438.2	Semi standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3412.0	Standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	4544.3	Standard polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,3TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3425.2	Semi standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,3TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	3312.3	Standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,3TMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N1	4278.9	Standard polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	3782.6	Semi standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	3583.9	Standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N[Si](C)(C)C(C)(C)C)=N1	4659.5	Standard polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3784.1	Semi standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3760.6	Standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,2TBDMS,isomer #2	CC1=NC=C(C[N+]2=C(C(C)O)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4550.1	Standard polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3922.1	Semi standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3804.0	Standard non polar	33892256
2-(alpha-hydroxyethyl)thiamine diphosphate,3TBDMS,isomer #1	CC1=NC=C(C[N+]2=C(C(C)O[Si](C)(C)C(C)(C)C)SC(CCOP(=O)([O-])OP(=O)([O-])[O-])=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	4364.5	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030315

KNApSAcK ID

Not Available

Chemspider ID

21233048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

58939

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2-(alpha-hydroxyethyl)thiamine diphosphate (HMDB0304055)

MOL for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

3D MOL for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

3D SDF for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

3D-SDF for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

PDB for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

3D PDB for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

SMILES for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

INCHI for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

Structure for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

3D Structure for HMDB0304055 (2-(alpha-hydroxyethyl)thiamine diphosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized