CHEBI:9532 - thiamine(1+) diphosphate

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ChEBI Name thiamine(1+) diphosphate
ChEBI ID CHEBI:9532
Definition A 1,3-thiazolium cation that is the conjugate acid of thiamine(1+) diphosphate(1).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C12H19N4O7P2S
Net Charge +1
Average Mass 425.31554
Monoisotopic Mass 425.045
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+1
InChIKey AYEKOFBPNLCAJY-UHFFFAOYSA-O
SMILES Cc1ncc(C[n+]2csc(CCOP(O)(=O)OP(O)(O)=O)c2C)c(N)n1
Metabolite of Species Details
Mus musculus (NCBI:10090) See: PubMed
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Arabidopsis thaliana (NCBI:3702) See: PubMed
Saccharomyces cerevisiae (NCBI:4932) See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: PubMed
Roles Classification
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing thiamine(1+) diphosphate (CHEBI:9532) has role fundamental metabolite (CHEBI:78675)
thiamine(1+) diphosphate (CHEBI:9532) is a 1,3-thiazolium cation (CHEBI:63048)
thiamine(1+) diphosphate (CHEBI:9532) is conjugate acid of thiamine(1+) diphosphate(1−) (CHEBI:45931)
thiamine(1+) diphosphate (CHEBI:9532) is conjugate acid of thiamine(1+) diphosphate(3−) (CHEBI:58937)
Incoming thiamine(1+) diphosphate chloride (CHEBI:18290) has part thiamine(1+) diphosphate (CHEBI:9532)
thiamine(1+) diphosphate(1−) (CHEBI:45931) is conjugate base of thiamine(1+) diphosphate (CHEBI:9532)
thiamine(1+) diphosphate(3−) (CHEBI:58937) is conjugate base of thiamine(1+) diphosphate (CHEBI:9532)
IUPAC Name
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-(diphosphooxy)ethyl]-4-methyl-1,3-thiazol-3-ium
Synonyms Sources
Thiamin diphosphate KEGG COMPOUND
Thiamin pyrophosphate KEGG COMPOUND
Thiamine diphosphate KEGG COMPOUND
ThPP KEGG COMPOUND
TPP KEGG COMPOUND
Database Links Databases
C00019627 KNApSAcK
C00068 KEGG COMPOUND
ECMDB01372 ECMDB
HMDB0001372 HMDB
THIAMINE-PYROPHOSPHATE MetaCyc
TPP PDBeChem
YMDB00381 YMDB
View more database links
Registry Numbers Types Sources
154-87-0 CAS Registry Number KEGG COMPOUND
3577792 Beilstein Registry Number Beilstein
3577792 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12111441 PubMed citation Europe PMC
16850348 PubMed citation Europe PMC
17611796 PubMed citation Europe PMC
6121420 PubMed citation Europe PMC
Last Modified
27 January 2016