Basic information
- CAS
136-08-3- Standard SMILES
Cc1ncc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)O)c2C)c(N)n1- InChIKey
AYEKOFBPNLCAJY-UHFFFAOYSA-O- Molecular formula
- C12H19N4O7P2S+
- Average molar mass
- 425.32 g/mol
- Monoisotopic mass
- 425.04441963
Overview
Thiamine(1+) diphosphate is a thiamine phosphate that is thiamine(1+) in which the hydroxy group has been replaced by a diphosphate group. It is the active form of vitamin B1 and an essential cofactor for enzymes in key metabolic pathways. It has a role as a cofactor and a fundamental metabolite. It is a thiamine phosphate and a vitamin B1. It is a conjugate acid of a thiamine(1+) diphosphate(1-).
Names & identifiers
- Preferred name
- Thiamine diphosphate
- IUPAC
- 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate
Names & synonyms
thiamine diphosphate136-08-3ThPPthiamin diphosphatethiamin pyrophosphateCoenzymateThDPthiamine-pyrophosphatePyrophosphoric ester of thiaminethiamine(1+) diphosphate2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphateCHEBI:9532
Show more names
thiamine-PPithiamin-PPi3-((4-Amino-2-methylpyrimidin-5-yl)methyl)-5-(2-((hydroxy(phosphonooxy)phosphoryl)oxy)ethyl)-4-methylthiazol-3-iumNCGC00160617-012-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate1ols1olu1olx
Database identifiers
- CAS
136-08-3、136-09-4- PubChem CID
- 1132
- DTXSID
DTXSID2048404- ChEMBL
CHEMBL1236235、CHEMBL1236376- ChEBI
CHEBI:9532- UNII
- Q57971654Y
- Nikkaji
- J232.214E、J3.392.434H
Properties
Computed structural properties
- XLogP
- -1.2
- Topological polar surface area
- 197 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 8
- Heavy atoms
- 26
- Formal charge
- 1
- Complexity
- 568
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Collision Cross Section182 Ų [M+H]+
Chemistry & industry
Pharmacology
Tissue LocationsBrain
Cellular LocationsCytoplasm
Metabolite Pathways2-aminoadipic 2-oxoadipic aciduria
Related reactions
1 records
Compound notes
Loading…