NP-MRD: Showing NP-Card for Thiamine triphosphate (NP0086807)

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Record Information

Version

2.0

Created at

2022-05-11 16:31:34 UTC

Updated at

2022-05-11 16:31:34 UTC

NP-MRD ID

NP0086807

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Thiamine triphosphate

Description

Thiamine triphosphate, also known as triphosphate, thiamin or THTP, 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. A thiamine phosphate having an O-triphosphate moiety. Thiamine triphosphate is a very strong basic compound (based on its pKa). Thiamine triphosphate exists in all living species, ranging from bacteria to humans. Within humans, thiamine triphosphate participates in a number of enzymatic reactions. In particular, thiamine triphosphate can be biosynthesized from thiamine pyrophosphate through its interaction with the enzyme thiamin pyrophosphokinase. In addition, thiamine triphosphate can be converted into thiamine pyrophosphate through its interaction with the enzyme thiamine-triphosphatase. Thiamine triphosphate was first documented in 1985 (PMID: 4055941). In humans, thiamine triphosphate is involved in the metabolic disorder called the thiamine metabolism pathway.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231219112D          

 30 31  0  0  0  0            999 V2000
   13.1760   -3.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9009   -4.2169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4369   -4.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2480   -4.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5232   -3.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9871   -3.2885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6399   -2.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1619   -5.6218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7841   -5.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5952   -5.1699    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.1939   -5.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9187   -5.3436    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7681   -4.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9501   -4.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5562   -3.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3358   -3.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1380   -4.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7057   -3.5275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5080   -3.7198    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0757   -3.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7426   -4.5107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2734   -2.9288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5449   -4.7030    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.7795   -5.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1125   -4.1043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3103   -3.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5818   -5.6862    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.8164   -6.4772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1494   -5.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3472   -4.8953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 10  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  2  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  2  0  0  0  0
M  CHG  1  10   1
M  END

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
   -8.5588    0.1163    1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1884    0.1042    0.7432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4055   -0.9692    0.6257 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1738   -0.9313    0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7129    0.2472   -0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585    0.4302   -1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2736    0.6337   -0.2703 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.2629    1.6512    0.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    1.4852    1.4448 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288    0.0177    0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0945   -0.4954    0.9056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4927   -1.9106    1.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7354   -1.8211    1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1348   -2.0434    0.9538 P   0  0  1  0  0  5  0  0  0  0  0  0
    4.6455   -3.4225    0.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0642   -1.4577   -0.6565 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2661   -1.0444    1.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9849    0.0958    0.8395 P   0  0  2  0  0  5  0  0  0  0  0  0
    6.6136    1.1385    1.7725 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9616    0.9507   -0.1635 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2620   -0.5993   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2784    0.6083   -0.5990 P   0  0  2  0  0  5  0  0  0  0  0  0
    7.9681    0.9011   -2.0537 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9028    0.0591   -0.4770 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1522    2.0102    0.3219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2373   -0.2153   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0788   -1.4258   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5596    1.3840   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1880    2.6477   -0.9425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7227    1.2407    0.2364 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8510    1.1237    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6395   -0.6763    2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2533   -0.0908    0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6041   -1.8547   -0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5262    1.3674   -1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698   -0.3654   -1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0195    2.4609    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -0.1397   -0.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6232    0.1756    1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380   -2.4010    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8211   -2.5023    1.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4585   -2.0815   -1.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2833    0.9586   -1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4668    0.8513   -0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5646    2.6778   -0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9820   -1.7653   -1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6641   -2.2719   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2932   -1.0857   -1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9666    3.2047   -1.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2528    3.0290   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  1  1
 14 16  1  0
 14 15  2  0
 14 17  1  0
 18 17  1  1
 18 20  1  0
 18 19  2  0
 18 21  1  0
 22 21  1  1
 22 24  1  0
 22 25  1  0
 22 23  2  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5 28  2  0
 28 29  1  0
 28 30  1  0
 30  2  2  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
  7 26  1  0
  4  5  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 16 42  1  0
 20 43  1  0
 24 44  1  0
 25 45  1  0
  8 37  1  0
  6 35  1  0
  6 36  1  0
 29 49  1  0
 29 50  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
M  CHG  1   7   1
M  END


  Mrv0541 02231219112D          

 30 31  0  0  0  0            999 V2000
   13.1760   -3.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9009   -4.2169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4369   -4.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2480   -4.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5232   -3.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9871   -3.2885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6399   -2.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1619   -5.6218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7841   -5.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5952   -5.1699    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.1939   -5.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9187   -5.3436    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7681   -4.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9501   -4.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5562   -3.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3358   -3.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1380   -4.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7057   -3.5275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5080   -3.7198    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0757   -3.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7426   -4.5107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2734   -2.9288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5449   -4.7030    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.7795   -5.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1125   -4.1043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3103   -3.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5818   -5.6862    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.8164   -6.4772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1494   -5.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3472   -4.8953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 10  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  2  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  2  0  0  0  0
M  CHG  1  10   1
M  END
> <DATABASE_ID>
NP0086807

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(CCOP(O)(=O)OP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=C(N)N=C(C)N=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H19N4O10P3S/c1-8-11(30-7-16(8)6-10-5-14-9(2)15-12(10)13)3-4-24-28(20,21)26-29(22,23)25-27(17,18)19/h5,7H,3-4,6H2,1-2H3,(H5-,13,14,15,17,18,19,20,21,22,23)/p+1

> <INCHI_KEY>
IWLROWZYZPNOFC-UHFFFAOYSA-O

> <FORMULA>
C12H20N4O10P3S

> <MOLECULAR_WEIGHT>
505.294

> <EXACT_MASS>
505.011298106

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
41.5225999109141

> <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({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
-6.807120897774407

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.518830274477954

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8970077952146629

> <JCHEM_PKA_STRONGEST_BASIC>
5.53443367019579

> <JCHEM_POLAR_SURFACE_AREA>
215.49999999999997

> <JCHEM_REFRACTIVITY>
106.01839999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thiamin triphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

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  C   UNK     0      24.595  -6.420   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      24.082  -7.872   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      25.082  -9.042   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.596  -8.761   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.110  -7.309   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      26.109  -6.139   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      23.594  -5.249   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      24.569 -10.494   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      27.597  -9.932   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      29.111  -9.650   0.000  0.00  0.00           N+1
HETATM   11  C   UNK     0      30.229 -10.710   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0      31.582  -9.975   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      31.300  -8.460   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.774  -8.260   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.038  -6.907   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.360  -7.343   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.858  -7.702   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      34.917  -6.585   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0      36.415  -6.944   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      37.475  -5.826   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      36.853  -8.420   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      35.977  -5.467   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0      38.350  -8.779   0.000  0.00  0.00           P+0
HETATM   24  O   UNK     0      38.788 -10.255   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      39.410  -7.661   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      37.913  -7.303   0.000  0.00  0.00           O+0
HETATM   27  P   UNK     0      40.286 -10.614   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0      40.724 -12.091   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      41.346  -9.497   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      39.848  -9.138   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1                                                            
CONECT    8    3                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   10   15                                                  
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19   23                                                       
CONECT   22   19                                                            
CONECT   23   21   24   25   26                                             
CONECT   24   23   27                                                       
CONECT   25   23                                                            
CONECT   26   23                                                            
CONECT   27   24   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
Thiamin triphosphate	ChEBI
Thiamin triphosphoric acid	Generator
Thiamine triphosphoric acid	Generator
THTP	HMDB
Triphosphate, thiamin	HMDB
Triphosphate, thiamine	HMDB

Chemical Formula

C₁₂H₂₀N₄O₁₀P₃S

Average Mass

505.2940 Da

Monoisotopic Mass

505.01130 Da

IUPAC Name

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

Traditional Name

thiamin triphosphate

CAS Registry Number

Not Available

SMILES

CC1=C(CCOP(O)(=O)OP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=C(N)N=C(C)N=C1

InChI Identifier

InChI=1S/C12H19N4O10P3S/c1-8-11(30-7-16(8)6-10-5-14-9(2)15-12(10)13)3-4-24-28(20,21)26-29(22,23)25-27(17,18)19/h5,7H,3-4,6H2,1-2H3,(H5-,13,14,15,17,18,19,20,21,22,23)/p+1

InChI Key

IWLROWZYZPNOFC-UHFFFAOYSA-O

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

1,3-thiazolium cation (CHEBI:9534 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-0.49	ALOGPS
logP	-6.8	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	0.9	ChemAxon
pKa (Strongest Basic)	5.53	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	215.5 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	106.02 m³·mol⁻¹	ChemAxon
Polarizability	41.52 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

External Links

HMDB ID

HMDB0001512

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022666

KNApSAcK ID

Not Available

Chemspider ID

496

KEGG Compound ID

C03028

BioCyc ID

Not Available

BiGG ID

41046

Wikipedia Link

Thiamine triphosphate

METLIN ID

3586

PubChem Compound

511

PDB ID

Not Available

ChEBI ID

9534

Good Scents ID

Not Available

References

General References

Kimura M, Itokawa Y: Determination of thiamine and its phosphate esters in human and rat blood by high-performance liquid chromatography with post-column derivatization. J Chromatogr. 1985 Sep 20;332:181-8. doi: 10.1016/s0021-9673(01)83295-7. [PubMed:4055941 ]

Showing NP-Card for Thiamine triphosphate (NP0086807)

MOL for NP0086807 (Thiamine triphosphate)

3D MOL for NP0086807 (Thiamine triphosphate)

3D SDF for NP0086807 (Thiamine triphosphate)

3D-SDF for NP0086807 (Thiamine triphosphate)

PDB for NP0086807 (Thiamine triphosphate)

3D PDB for NP0086807 (Thiamine triphosphate)

SMILES for NP0086807 (Thiamine triphosphate)

INCHI for NP0086807 (Thiamine triphosphate)

Structure for NP0086807 (Thiamine triphosphate)

3D Structure for NP0086807 (Thiamine triphosphate)