CHEBI:48522 - 2-methyl-1-hydroxypropylthiamine diphosphate

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ChEBI Name 2-methyl-1-hydroxypropylthiamine diphosphate
ChEBI ID CHEBI:48522
Definition The diphosphate of thiamine(1+), substituted at C-2 of the thiazole ring by a hydroxylated sec-butyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45938, CHEBI:29142
Supplier Information
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Formula C16H27N4O8P2S
Net Charge +1
Average Mass 497.42000
Monoisotopic Mass 497.10194
InChI InChI=1S/C16H26N4O8P2S/c1-9(2)14(21)16-20(8-12-7-18-11(4)19-15(12)17)10(3)13(31-16)5-6-27-30(25,26)28-29(22,23)24/h7,9,14,21H,5-6,8H2,1-4H3,(H4-,17,18,19,22,23,24,25,26)/p+1
InChIKey SSYCSHKTIOHFEZ-UHFFFAOYSA-O
SMILES CC(C)C(O)c1sc(CCOP(O)(=O)OP(O)(O)=O)c(C)[n+]1Cc1cnc(C)nc1N
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-methyl-1-hydroxypropylthiamine diphosphate (CHEBI:48522) has role mouse metabolite (CHEBI:75771)
2-methyl-1-hydroxypropylthiamine diphosphate (CHEBI:48522) is a 1,3-thiazolium cation (CHEBI:63048)
2-methyl-1-hydroxypropylthiamine diphosphate (CHEBI:48522) is a aminopyrimidine (CHEBI:38338)
2-methyl-1-hydroxypropylthiamine diphosphate (CHEBI:48522) is a thiamine phosphate (CHEBI:26945)
IUPAC Name
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-(1-hydroxy-2-methylpropyl)-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium
Synonyms Sources
1-hydroxy-2-methylpropyl-thiamine diphosphate ChEBI
1-hydroxy-2-methylpropyl-thiamine pyrophosphate ChEBI
2-methyl-1-hydroxypropyl-thiamine diphosphate ChEBI
2-methyl-1-hydroxypropyl-thiamine pyrophosphate ChEBI
2-Methyl-1-hydroxypropyl-ThPP KEGG COMPOUND
2-Methyl-1-hydroxypropyl-TPP KEGG COMPOUND
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-diphosphoethyl)-2-(1-hydroxy-2-methylpropyl)-4-methyl-1,3-thiazol-3-ium ChEBI
Manual Xrefs Databases
C15976 KEGG COMPOUND
THV PDBeChem
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Last Modified
25 October 2017
General Comment
2005-10-13 Cited in Reactome