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CHEBI:9532 - thiamine(1+) diphosphate

ChEBI IDCHEBI:9532
ChEBI Namethiamine(1+) diphosphate
Stars
DefinitionA thiamine phosphate that is thiamine(1+) in which the hydroxy group has been replaced by a diphosphate group.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.
Last Modified19 July 2021
DownloadsMolfile

FormulaC12H19N4O7P2S
Net Charge+1
Average Mass425.320
Monoisotopic Mass425.04442
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+1
InChIKeyAYEKOFBPNLCAJY-UHFFFAOYSA-O

Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562)
- PubMed (6284709)
- PubMed (21988831)
Arabidopsis thaliana (ncbitaxon:3702) - PubMed (17611796)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (16850348)
Homo sapiens (ncbitaxon:9606)
- PubMed (12111441)
blood (UBERON:0000178) PubMed (17642321)
cerebrospinal fluid (UBERON:0001359) PubMed (12111441)
Mus musculus (ncbitaxon:10090)
- PubMed (6121420)
- PubMed (19425150) Source: BioModels - MODEL1507180067
- MetaboLights (MTBLS225) From MetaboLights
- MetaboLights (MTBLS292) From MetaboLights
Roles Classification

ChEBI Ontology
IUPAC Name 
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-(diphosphooxy)ethyl]-4-methyl-1,3-thiazol-3-ium
Synonyms  Source
thiamin diphosphateKEGG COMPOUND
thiamine diphosphateKEGG COMPOUND
thiamin pyrophosphateKEGG COMPOUND
TPPKEGG COMPOUND
ThPPKEGG COMPOUND
thiamine-pyrophosphateHMDB
Manual XrefsDatabases
C00068KEGG COMPOUND
C00019627KNApSAcK
TPPPDBeChem
ECMDB01372ECMDB
HMDB0001372HMDB
YMDB00381YMDB
Thiamine_pyrophosphateWikipedia
1100ChemSpider
FDB022584FooDB
Registry NumbersSources
Reaxys:3577792Reaxys
CAS:136-08-3ChemIDplus
Citations