CHEBI:58937 - thiamine(1+) diphosphate(3−)

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name thiamine(1+) diphosphate(3−)
ChEBI ID CHEBI:58937
ChEBI ASCII Name thiamine(1+) diphosphate(3-)
Definition Dianion of thiamine(1+) diphosphate arising from deprotonation of the three OH groups of the diphosphate.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C12H16N4O7P2S
Net Charge -2
Average Mass 422.29100
Monoisotopic Mass 422.02259
InChI InChI=1S/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)/p-2
InChIKey AYEKOFBPNLCAJY-UHFFFAOYSA-L
SMILES Cc1ncc(C[n+]2csc(CCOP([O-])(=O)OP([O-])([O-])=O)c2C)c(N)n1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
water-soluble vitamin (role)
Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
(via B vitamin )
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
(via B vitamin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing thiamine(1+) diphosphate(3−) (CHEBI:58937) has role cofactor (CHEBI:23357)
thiamine(1+) diphosphate(3−) (CHEBI:58937) is a organophosphate oxoanion (CHEBI:58945)
thiamine(1+) diphosphate(3−) (CHEBI:58937) is a vitamin B1 (CHEBI:26948)
thiamine(1+) diphosphate(3−) (CHEBI:58937) is conjugate base of thiamine(1+) diphosphate(1−) (CHEBI:45931)
Incoming thiamine(1+) diphosphate(1−) (CHEBI:45931) is conjugate acid of thiamine(1+) diphosphate(3−) (CHEBI:58937)
IUPAC Name
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-(2-{[oxido(phosphonatooxy)phosphoryl]oxy}ethyl)-1,3-thiazol-3-ium
Synonyms Sources
thiamin pyrophosphate ChEBI
thiamin pyrophosphate(2−) ChEBI
thiamine diphosphate UniProt
thiamine diphosphate dianion ChEBI
thiamine diphosphate(2−) ChEBI
thiamine pyrophosphate dianion ChEBI
thiamine pyrophosphate(2−) ChEBI
Manual Xref Database
THIAMINE-PYROPHOSPHATE MetaCyc
View more database links
Registry Number Type Source
907009 Gmelin Registry Number Gmelin
Last Modified
19 July 2021