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

ChEBI IDCHEBI:58937
ChEBI Namethiamine(1+) diphosphate(3−)
Stars
ASCII Namethiamine(1+) diphosphate(3-)
DefinitionDianion of thiamine(1+) diphosphate arising from deprotonation of the three OH groups of the diphosphate.
Last Modified19 July 2021
DownloadsMolfile
FormulaC12H16N4O7P2S
Net Charge-2
Average Mass422.296
Monoisotopic Mass422.02259
SMILESCc1ncc(C[n+]2csc(CCOP(=O)([O-])OP(=O)([O-])[O-])c2C)c(N)n1
InChIInChI=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
InChIKeyAYEKOFBPNLCAJY-UHFFFAOYSA-L
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
thiamine diphosphate(2−)ChEBI
thiamine diphosphate dianionChEBI
thiamine pyrophosphate dianionChEBI
thiamin pyrophosphateChEBI
thiamine pyrophosphate(2−)ChEBI
thiamin pyrophosphate(2−)ChEBI
UniProt Name  Source
thiamine diphosphateUniProt
Manual XrefsDatabases
THIAMINE-PYROPHOSPHATEMetaCyc
Registry NumbersSources
Gmelin:907009Gmelin