RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0159438
RefMet name	Thiamine diphosphate
Systematic name	2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate
Synonyms	PubChem Synonyms
Exact mass	425.044974 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C12H19N4O7P2S	View other entries in RefMet with this formula
Molecular descriptors
Molfile	67409 (Download molfile/View MW Metabolite Database details)
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-,13,14,1 5,17,18,19,20,21)/p+1
InChIKey	AYEKOFBPNLCAJY-UHFFFAOYSA-O	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	Cc1c(CCOP(=O)(O)OP(=O)(O)O)sc[n+]1Cc1cnc(C)nc1N Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Nucleic acids
Main Class	Pyrimidines
Sub Class	Thiamines
Distribution of Thiamine diphosphate in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Thiamine diphosphate
External Links
Pubchem CID	1132
ChEBI ID	9532
KEGG ID	C00068
HMDB ID	HMDB0001372
MetaCyc ID	THIAMINE-PYROPHOSPHATE
Spectral data for Thiamine diphosphate standards
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Thiamine diphosphate

Rxn ID	KEGG Reaction	Enzyme
R00615	Thiamin diphosphate + H2O <=> Thiamin monophosphate + Orthophosphate	Thiamin diphosphate phosphohydrolase
R00616	ATP + Thiamin diphosphate <=> ADP + Thiamin triphosphate	ATP:thiamine-diphosphate phosphotransferase
R00617	ATP + Thiamin monophosphate <=> ADP + Thiamin diphosphate	ATP:thiamin-phosphate phosphotransferase
R00618	Thiamin triphosphate + H2O <=> Thiamin diphosphate + Orthophosphate	Thiamin-triphosphate phosphohydrolase
R00619	ATP + Thiamine <=> AMP + Thiamin diphosphate	ATP:thiamine diphosphotransferase
R11319	Thiamin diphosphate + ADP <=> Thiamin triphosphate + AMP	ADP:thiamin-diphosphate phosphotransferase

Table of KEGG human pathways containing Thiamine diphosphate

Pathway ID	Human Pathway	# of reactions
hsa00280	Valine, leucine and isoleucine degradation	6
hsa00020	Citrate cycle (TCA cycle)	4
hsa00730	Thiamine metabolism	4
hsa00010	Glycolysis / Gluconeogenesis	2
hsa00620	Pyruvate metabolism	2
hsa01100	Metabolic pathways	2