Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-23 23:18:41 UTC
Update Date2024-04-30 20:33:41 UTC
Metabolite IDMMDBc0047954
Metabolite Identification
Common Name3-Carboxy-1-hydroxypropylthiamine diphosphate
Description3-Carboxy-1-hydroxypropyl-ThPP is an intermediate in Citrate cycle (TCA cycle). 3-Carboxy-1-hydroxypropyl-ThPP is the second to last step in the synthesis of Succinyl-CoA and is converted from 2-Oxoglutarate via the enzyme 2-oxoglutarate dehydrogenase E1 component (EC.1.2.4.2). It is then converted to S-Succinyldihydrolipoamide-E via the enzyme 2-oxoglutarate dehydrogenase E1 component (EC.1.2.4.2).
Structure
Synonyms
ValueSource
2-(3-Carboxy-1-hydroxypropyl)thiamine diphosphateChEBI
3-Carboxy-1-hydroxypropyl-THPPChEBI
Succinate semialdehyde-thiamin diphosphateKegg
2-(3-Carboxy-1-hydroxypropyl)thiamine diphosphoric acidGenerator
Succinic acid semialdehyde-thiamin diphosphoric acidGenerator
3-Carboxy-1-hydroxypropylthiamine diphosphoric acidGenerator
3-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-2-(3-carboxy-1-hydroxypropyl)-5-(2-diphosphoethyl)-4-methyl-1,3-thiazol-3-iumHMDB
Molecular FormulaC16H25N4O10P2S
Average Mass527.403
Monoisotopic Mass527.076661754
IUPAC Name3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-(3-carboxy-1-hydroxypropyl)-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium
Traditional Name3-carboxy-1-hydroxypropyl-thpp
CAS Registry NumberNot Available
SMILES
CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC(C(O)CCC(O)=O)=[N+]1CC1=C(N)N=C(C)N=C1
InChI Identifier
InChI=1S/C16H24N4O10P2S/c1-9-13(5-6-29-32(27,28)30-31(24,25)26)33-16(12(21)3-4-14(22)23)20(9)8-11-7-18-10(2)19-15(11)17/h7,12,21H,3-6,8H2,1-2H3,(H5-,17,18,19,22,23,24,25,26,27,28)/p+1
InChI KeyZWUKRGPVMMTMAF-UHFFFAOYSA-O