MiMeDB: Showing metabocard for 3-Methyl-1-hydroxybutyl-TPP (MMDBc0049892)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:45:40 UTC

Update Date

2024-04-30 20:40:02 UTC

Metabolite ID

MMDBc0049892

Metabolite Identification

Common Name

3-Methyl-1-hydroxybutyl-TPP

Description

3-Methyl-1-hydroxybutyl-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. 3-Methyl-1-hydroxybutyl-ThPP exists in all living organisms, ranging from bacteria to humans. In humans, 3-methyl-1-hydroxybutyl-THPP is involved in the metabolic disorder called the 2-methyl-3-hydroxybutyryl-coa dehydrogenase deficiency pathway. 3-Methyl-1-hydroxybutyl-ThPP 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 3-methyl-1-hydroxybutyl-THPP a potential biomarker for the consumption of these foods. 3-Methyl-1-hydroxybutyl-ThPP 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 3-Methyl-1-hydroxybutyl-ThPP.

Structure

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

 
  Mrv0541 02231220542D          
 
 32 33  0  0  0  0            999 V2000
   18.2281  -14.6785    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   18.6068  -13.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8098  -15.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5119  -14.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4192  -14.0795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2348  -13.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5432  -14.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7168  -16.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7992  -14.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4156  -13.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6893  -12.5200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2765  -15.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7992  -15.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0763  -14.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9685  -14.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0763  -15.9352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5119  -15.9249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3670  -14.6821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7018  -15.2019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3670  -15.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3938  -14.7543    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.6544  -15.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1271  -15.1330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6451  -15.5805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8192  -14.6854    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.5490  -15.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0705  -15.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3938  -13.9293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8192  -13.8604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0438  -12.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2132  -12.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4965  -11.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  9 13  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  5  7  1  0  0  0  0
 18 20  1  0  0  0  0
 21 28  2  0  0  0  0
 25 29  2  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  CHG  1   1   1
M  END

HMDB0006865
     RDKit          3D
3-Methyl-1-hydroxybutyl-ThPP
 61 62  0  0  0  0  0  0  0  0999 V2000
   -3.7181   -5.2320    1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3454   -3.9866    0.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2821   -3.2379    1.2318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529   -2.1109    0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6817   -1.7073   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3517   -0.5140   -1.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554    0.1849   -0.7321 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3559    1.1095    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6698    1.5468    0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4259    1.6994    2.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    2.8692    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177    3.9459    0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    4.1589    2.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5850    5.2952    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2188    1.6683    0.5584 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0752    0.6788   -0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    0.6500   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1944   -0.5434   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5708   -0.5352   -0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198   -1.8613    0.4338 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.5546   -3.1345    0.1565 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4199   -1.6788    2.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8919   -2.0771   -0.1462 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7880   -0.6664    0.1788 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.8606   -0.4547    1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9509    0.6161   -0.5786 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3459   -0.8127   -0.4621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0885   -0.0496   -1.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4825   -1.0779   -2.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -2.4805   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5856   -2.1641   -2.0189 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0744   -3.6137   -0.2117 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1223   -5.2821    2.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5589   -6.0950    0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8217   -5.2060    1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097   -1.5150    0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196    0.1793   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1060   -0.7070   -2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3965    0.7312    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2899    1.5344    2.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359    3.1449    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726    2.8368   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555    3.7292    0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7703    3.9470    2.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225    5.2404    2.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523    3.5723    2.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072    6.0640    0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    5.3526    0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566    5.2723   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622    0.6831   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331    1.5571   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136   -1.4643   -0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -0.5470    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0572   -2.3508    2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474    1.4609   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3539   -0.5959   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -0.7818   -2.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2550   -1.1315   -2.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6547   -2.0192   -1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5412   -1.7613   -1.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -2.3327   -2.9797 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
 11 12  1  0
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 16 28  2  0
 28 29  1  0
  5 30  1  0
 30 31  1  0
 30 32  2  0
 32  2  1  0
 28  7  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 22 54  1  0
 26 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 31 60  1  0
 31 61  1  0
M  CHG  1   7   1
M  END

 
  Mrv0541 02231220542D          
 
 32 33  0  0  0  0            999 V2000
   18.2281  -14.6785    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   18.6068  -13.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8098  -15.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5119  -14.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4192  -14.0795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2348  -13.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5432  -14.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7168  -16.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7992  -14.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4156  -13.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6893  -12.5200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2765  -15.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7992  -15.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0763  -14.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9685  -14.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0763  -15.9352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5119  -15.9249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3670  -14.6821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7018  -15.2019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3670  -15.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3938  -14.7543    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.6544  -15.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1271  -15.1330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6451  -15.5805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8192  -14.6854    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.5490  -15.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0705  -15.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3938  -13.9293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8192  -13.8604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0438  -12.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2132  -12.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4965  -11.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  9 13  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  5  7  1  0  0  0  0
 18 20  1  0  0  0  0
 21 28  2  0  0  0  0
 25 29  2  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  CHG  1   1   1
M  END
> <DATABASE_ID>
MMDBc0049892

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)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/C17H28N4O8P2S/c1-10(2)7-14(22)17-21(9-13-8-19-12(4)20-16(13)18)11(3)15(32-17)5-6-28-31(26,27)29-30(23,24)25/h8,10,14,22H,5-7,9H2,1-4H3,(H4-,18,19,20,23,24,25,26,27)/p+1

> <INCHI_KEY>
OZAWOYZVNPQFFO-UHFFFAOYSA-O

> <FORMULA>
C17H29N4O8P2S

> <MOLECULAR_WEIGHT>
511.447

> <EXACT_MASS>
511.118132638

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
48.363491706368734

> <JCHEM_BIOAVAILABILITY>
0

> <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-hydroxy-3-methylbutyl)-4-methyl-1,3-thiazol-3-ium

> <ALOGPS_LOGP>
-0.29

> <JCHEM_LOGP>
-5.681656853057487

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.197843689193029

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.778305052338096

> <JCHEM_PKA_STRONGEST_BASIC>
5.531117974727769

> <JCHEM_POLAR_SURFACE_AREA>
189.2

> <JCHEM_REFRACTIVITY>
130.2531

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.71e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006865
     RDKit          3D
3-Methyl-1-hydroxybutyl-ThPP
 61 62  0  0  0  0  0  0  0  0999 V2000
   -3.7181   -5.2320    1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3454   -3.9866    0.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2821   -3.2379    1.2318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529   -2.1109    0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6817   -1.7073   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3517   -0.5140   -1.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554    0.1849   -0.7321 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3559    1.1095    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6698    1.5468    0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4259    1.6994    2.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    2.8692    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177    3.9459    0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    4.1589    2.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5850    5.2952    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2188    1.6683    0.5584 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0752    0.6788   -0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    0.6500   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1944   -0.5434   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5708   -0.5352   -0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198   -1.8613    0.4338 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.5546   -3.1345    0.1565 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4199   -1.6788    2.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8919   -2.0771   -0.1462 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7880   -0.6664    0.1788 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.8606   -0.4547    1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9509    0.6161   -0.5786 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3459   -0.8127   -0.4621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0885   -0.0496   -1.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4825   -1.0779   -2.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -2.4805   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5856   -2.1641   -2.0189 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0744   -3.6137   -0.2117 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1223   -5.2821    2.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5589   -6.0950    0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8217   -5.2060    1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097   -1.5150    0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196    0.1793   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1060   -0.7070   -2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3965    0.7312    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2899    1.5344    2.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359    3.1449    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726    2.8368   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555    3.7292    0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7703    3.9470    2.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225    5.2404    2.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523    3.5723    2.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072    6.0640    0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    5.3526    0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566    5.2723   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622    0.6831   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331    1.5571   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136   -1.4643   -0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -0.5470    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0572   -2.3508    2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474    1.4609   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3539   -0.5959   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -0.7818   -2.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2550   -1.1315   -2.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6547   -2.0192   -1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5412   -1.7613   -1.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -2.3327   -2.9797 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
 11 12  1  0
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 16 28  2  0
 28 29  1  0
  5 30  1  0
 30 31  1  0
 30 32  2  0
 32  2  1  0
 28  7  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 22 54  1  0
 26 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 31 60  1  0
 31 61  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0      34.026 -27.400   0.000  0.00  0.00           N+1
HETATM    2  C   UNK     0      34.733 -26.031   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      35.112 -28.493   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      32.689 -26.635   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0      36.249 -26.282   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0      34.038 -24.656   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      36.481 -27.798   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.938 -30.016   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      31.359 -27.407   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.509 -24.566   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      34.887 -23.371   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      37.849 -28.505   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.359 -28.955   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.009 -26.642   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      39.141 -27.670   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      30.009 -29.746   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      32.689 -29.726   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      28.685 -27.407   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      40.510 -28.377   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      28.685 -28.955   0.000  0.00  0.00           C+0
HETATM   21  P   UNK     0      41.802 -27.541   0.000  0.00  0.00           P+0
HETATM   22  C   UNK     0      27.355 -29.726   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      43.171 -28.248   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      42.271 -29.084   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      44.463 -27.413   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      45.825 -28.113   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      44.932 -28.955   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      41.802 -26.001   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      44.463 -25.873   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      31.815 -23.182   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.265 -23.091   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      32.660 -21.899   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2    7                                                       
CONECT    6    2   10   11                                                  
CONECT    7    3   12    5                                                  
CONECT    8    3                                                            
CONECT    9    4   13   14                                                  
CONECT   10    6   30                                                       
CONECT   11    6                                                            
CONECT   12    7   15                                                       
CONECT   13    9   16   17                                                  
CONECT   14    9   18                                                       
CONECT   15   12   19                                                       
CONECT   16   13   20                                                       
CONECT   17   13                                                            
CONECT   18   14   20                                                       
CONECT   19   15   21                                                       
CONECT   20   16   22   18                                                  
CONECT   21   19   23   24   28                                             
CONECT   22   20                                                            
CONECT   23   21   25                                                       
CONECT   24   21                                                            
CONECT   25   23   26   27   29                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   21                                                            
CONECT   29   25                                                            
CONECT   30   10   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

COMPND    HMDB0006865
HETATM    1  C1  UNL     1      -3.718  -5.232   1.592  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.345  -3.987   0.846  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.282  -3.238   1.232  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.953  -2.111   0.549  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.682  -1.707  -0.537  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.352  -0.514  -1.279  1.00  0.00           C  
HETATM    7  N2  UNL     1      -1.155   0.185  -0.732  1.00  0.00           N1+
HETATM    8  C6  UNL     1      -1.356   1.109   0.205  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.670   1.547   0.819  1.00  0.00           C  
HETATM   10  O1  UNL     1      -2.426   1.699   2.182  1.00  0.00           O  
HETATM   11  C8  UNL     1      -3.130   2.869   0.276  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.118   3.946   0.585  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.879   4.159   2.046  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.585   5.295   0.024  1.00  0.00           C  
HETATM   15  S1  UNL     1       0.219   1.668   0.558  1.00  0.00           S  
HETATM   16  C12 UNL     1       1.075   0.679  -0.525  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.560   0.650  -0.739  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.194  -0.543  -0.079  1.00  0.00           C  
HETATM   19  O2  UNL     1       4.571  -0.535  -0.297  1.00  0.00           O  
HETATM   20  P1  UNL     1       5.320  -1.861   0.434  1.00  0.00           P  
HETATM   21  O3  UNL     1       4.555  -3.135   0.156  1.00  0.00           O  
HETATM   22  O4  UNL     1       5.420  -1.679   2.112  1.00  0.00           O  
HETATM   23  O5  UNL     1       6.892  -2.077  -0.146  1.00  0.00           O  
HETATM   24  P2  UNL     1       7.788  -0.666   0.179  1.00  0.00           P  
HETATM   25  O6  UNL     1       7.861  -0.455   1.666  1.00  0.00           O  
HETATM   26  O7  UNL     1       6.951   0.616  -0.579  1.00  0.00           O  
HETATM   27  O8  UNL     1       9.346  -0.813  -0.462  1.00  0.00           O  
HETATM   28  C15 UNL     1       0.088  -0.050  -1.119  1.00  0.00           C  
HETATM   29  C16 UNL     1       0.483  -1.078  -2.181  1.00  0.00           C  
HETATM   30  C17 UNL     1      -3.755  -2.480  -0.910  1.00  0.00           C  
HETATM   31  N3  UNL     1      -4.586  -2.164  -2.019  1.00  0.00           N  
HETATM   32  N4  UNL     1      -4.074  -3.614  -0.212  1.00  0.00           N  
HETATM   33  H1  UNL     1      -3.122  -5.282   2.515  1.00  0.00           H  
HETATM   34  H2  UNL     1      -3.559  -6.095   0.932  1.00  0.00           H  
HETATM   35  H3  UNL     1      -4.822  -5.206   1.800  1.00  0.00           H  
HETATM   36  H4  UNL     1      -1.110  -1.515   0.852  1.00  0.00           H  
HETATM   37  H5  UNL     1      -3.220   0.179  -1.311  1.00  0.00           H  
HETATM   38  H6  UNL     1      -2.106  -0.707  -2.343  1.00  0.00           H  
HETATM   39  H7  UNL     1      -3.397   0.731   0.633  1.00  0.00           H  
HETATM   40  H8  UNL     1      -3.290   1.534   2.647  1.00  0.00           H  
HETATM   41  H9  UNL     1      -4.136   3.145   0.641  1.00  0.00           H  
HETATM   42  H10 UNL     1      -3.173   2.837  -0.854  1.00  0.00           H  
HETATM   43  H11 UNL     1      -1.156   3.729   0.069  1.00  0.00           H  
HETATM   44  H12 UNL     1      -2.770   3.947   2.682  1.00  0.00           H  
HETATM   45  H13 UNL     1      -1.623   5.240   2.249  1.00  0.00           H  
HETATM   46  H14 UNL     1      -1.052   3.572   2.429  1.00  0.00           H  
HETATM   47  H15 UNL     1      -2.007   6.064   0.551  1.00  0.00           H  
HETATM   48  H16 UNL     1      -3.675   5.353   0.210  1.00  0.00           H  
HETATM   49  H17 UNL     1      -2.357   5.272  -1.056  1.00  0.00           H  
HETATM   50  H18 UNL     1       2.762   0.683  -1.830  1.00  0.00           H  
HETATM   51  H19 UNL     1       3.033   1.557  -0.312  1.00  0.00           H  
HETATM   52  H20 UNL     1       2.814  -1.464  -0.584  1.00  0.00           H  
HETATM   53  H21 UNL     1       2.998  -0.547   0.991  1.00  0.00           H  
HETATM   54  H22 UNL     1       6.057  -2.351   2.437  1.00  0.00           H  
HETATM   55  H23 UNL     1       7.247   1.461  -0.180  1.00  0.00           H  
HETATM   56  H24 UNL     1       9.354  -0.596  -1.445  1.00  0.00           H  
HETATM   57  H25 UNL     1       1.436  -0.782  -2.658  1.00  0.00           H  
HETATM   58  H26 UNL     1      -0.255  -1.131  -2.981  1.00  0.00           H  
HETATM   59  H27 UNL     1       0.655  -2.019  -1.647  1.00  0.00           H  
HETATM   60  H28 UNL     1      -5.541  -1.761  -1.860  1.00  0.00           H  
HETATM   61  H29 UNL     1      -4.243  -2.333  -2.980  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    3   32
CONECT    3    4
CONECT    4    5    5   36
CONECT    5    6   30
CONECT    6    7   37   38
CONECT    7    8    8   28
CONECT    8    9   15
CONECT    9   10   11   39
CONECT   10   40
CONECT   11   12   41   42
CONECT   12   13   14   43
CONECT   13   44   45   46
CONECT   14   47   48   49
CONECT   15   16
CONECT   16   17   28   28
CONECT   17   18   50   51
CONECT   18   19   52   53
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   54
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   55
CONECT   27   56
CONECT   28   29
CONECT   29   57   58   59
CONECT   30   31   32   32
CONECT   31   60   61
END

HMDB0006865
     RDKit          3D
3-Methyl-1-hydroxybutyl-ThPP
 61 62  0  0  0  0  0  0  0  0999 V2000
   -3.7181   -5.2320    1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3454   -3.9866    0.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2821   -3.2379    1.2318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529   -2.1109    0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6817   -1.7073   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3517   -0.5140   -1.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554    0.1849   -0.7321 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3559    1.1095    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6698    1.5468    0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4259    1.6994    2.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    2.8692    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177    3.9459    0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786    4.1589    2.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5850    5.2952    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2188    1.6683    0.5584 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0752    0.6788   -0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    0.6500   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1944   -0.5434   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5708   -0.5352   -0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198   -1.8613    0.4338 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.5546   -3.1345    0.1565 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4199   -1.6788    2.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8919   -2.0771   -0.1462 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7880   -0.6664    0.1788 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.8606   -0.4547    1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9509    0.6161   -0.5786 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3459   -0.8127   -0.4621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0885   -0.0496   -1.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4825   -1.0779   -2.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -2.4805   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5856   -2.1641   -2.0189 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0744   -3.6137   -0.2117 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1223   -5.2821    2.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5589   -6.0950    0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8217   -5.2060    1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097   -1.5150    0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196    0.1793   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1060   -0.7070   -2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3965    0.7312    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2899    1.5344    2.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359    3.1449    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726    2.8368   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1555    3.7292    0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7703    3.9470    2.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225    5.2404    2.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523    3.5723    2.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072    6.0640    0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    5.3526    0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566    5.2723   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622    0.6831   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331    1.5571   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136   -1.4643   -0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -0.5470    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0572   -2.3508    2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474    1.4609   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3539   -0.5959   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -0.7818   -2.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2550   -1.1315   -2.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6547   -2.0192   -1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5412   -1.7613   -1.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -2.3327   -2.9797 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
 11 12  1  0
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 16 28  2  0
 28 29  1  0
  5 30  1  0
 30 31  1  0
 30 32  2  0
 32  2  1  0
 28  7  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 22 54  1  0
 26 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 31 60  1  0
 31 61  1  0
M  CHG  1   7   1
M  END

Synonyms

Value	Source
3-Methyl-1-hydroxybutyl-TPP	Kegg

Molecular Formula

C₁₇H₂₉N₄O₈P₂S

Average Mass

511.447

Monoisotopic Mass

511.118132638

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC(C)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/C17H28N4O8P2S/c1-10(2)7-14(22)17-21(9-13-8-19-12(4)20-16(13)18)11(3)15(32-17)5-6-28-31(26,27)29-30(23,24)25/h8,10,14,22H,5-7,9H2,1-4H3,(H4-,18,19,20,23,24,25,26,27)/p+1

InChI Key

OZAWOYZVNPQFFO-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:80220 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.077 g/L	ALOGPS
logP	-0.29	ALOGPS
logP	-5.7	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	11	ChemAxon
Refractivity	130.25 m³·mol⁻¹	ChemAxon
Polarizability	48.36 Å³	ChemAxon
Number of Rings	2	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-8712900000-44639cddf5ac88be9b05	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-014j-6262390000-db7a22cbb385f200f0fd	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01qi-1378940000-15be0e4fc27c59d8eb15	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0541-4309200000-c17630fd91cf03a198a9	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dj-3952000000-1c97b66ad8638eecd445	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0200790000-01564e480d3ab339187c	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-007k-1409710000-76598bfc6e49c4250a33	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-3932000000-aa3b8e91eab38ba117e9	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	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
MMDBp0191969	2-oxoisovalerate dehydrogenase subunit beta, mitochondrial	Enzyme	P21953	Homo sapiens
MMDBp0191970	2-oxoisovalerate dehydrogenase subunit alpha, mitochondrial	Unknown	P12694	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0008353	Ketoleucine	3-Methyl-1-hydroxybutyl-TPP	Not Available		VMH	30371894
MMDBr0008358	3-Methyl-1-hydroxybutyl-TPP	S-(3-Methylbutanoyl)-dihydrolipoamide-E	Not Available		VMH	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
Bacteria	Proteobacteria	36	Human feces; Human sputum; Human ; Human pleural fluid plaque	Metabolic reconstruction
Bacteria	Firmicutes	92	Human feces; Human ; Human subgingival plaque	Metabolic reconstruction
Bacteria	Actinobacteria	13	Human feces; Human	Metabolic reconstruction
Bacteria	Bacteroidetes	8	Human feces; Human ; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction

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

HMDB0006865

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024121

KNApSAcK ID

Not Available

Chemspider ID

22378483

KEGG Compound ID

C15974

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23724625

PDB ID

Not Available

ChEBI ID

80220

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 ]

Showing metabocard for 3-Methyl-1-hydroxybutyl-TPP (MMDBc0049892)

MOL for #<Metabolite:0x00007fdb4d53fab8>

3D MOL for #<Metabolite:0x00007fdb4d53fab8>

3D SDF for #<Metabolite:0x00007fdb4d53fab8>

3D-SDF for #<Metabolite:0x00007fdb4d53fab8>

PDB for #<Metabolite:0x00007fdb4d53fab8>

3D PDB for #<Metabolite:0x00007fdb4d53fab8>

SMILES for #<Metabolite:0x00007fdb4d53fab8>

INCHI for #<Metabolite:0x00007fdb4d53fab8>

Structure for #<Metabolite:0x00007fdb4d53fab8>

3D Structure for #<Metabolite:0x00007fdb4d53fab8>