Structure via PubChem · Public domain (PubChem)
thiamine(1+) diphosphate
Sign in to saveAlso known as Thiamine diphosphate, Thiamin pyrophosphate, TPP, ThPP, Thaimine pyrophosphate, Thiamine-PPi, 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium, Thiamine-pyrophosphate
chemical compound
Chemical data
- Formula
- C12H19N4O7P2S+
- Molecular weight
- 425.32 g/mol
- IUPAC name
- 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate
- SMILES
- CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCOP(=O)(O)OP(=O)(O)O
- InChIKey
- AYEKOFBPNLCAJY-UHFFFAOYSA-O
- XLogP
- -1.2
- Polar surface area
- 197 Ų
- H-bond donors
- 4
- H-bond acceptors
- 11
- Formal charge
- 1
via PubChem
Research
1,050 papers- Low expression of thiamine pyrophosphokinase-1 contributes to brain susceptibility to thiamine deficiency.Neuroreport · 2024
- Thiamine Mono- and Diphosphate Phosphatases in Bovine Brain Synaptosomes.Biochemistry. Biokhimiia · 2020
- Design of thiamine analogues for inhibition of thiamine diphosphate (ThDP)-dependent enzymes: Systematic investigation through Scaffold-Hopping and C2-Functionalisation.Bioorganic chemistry · 2023
- Thiamine increases the resistance of baker's yeast Saccharomyces cerevisiae against oxidative, osmotic and thermal stress, through mechanisms partly independent of thiamine diphosphate-bound enzymes.FEMS yeast research · 2014
- Polyphosphate Kinases Phosphorylate Thiamine Phosphates.Microbial physiology · 2023
via PubMed
Wikidata facts
Show 5 more facts
- canonical SMILES
- CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCOP(=O)(O)OP(=O)(O)O
- found in taxon
- Saccharomyces cerevisiae
- isomeric SMILES
- Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO[P@](=O)(O)OP(=O)(O)O
- Commons category
- Thiamine diphosphate
- chemical formula
- C₁₂H₁₉N₄O₇P₂S⁺
via Wikidata · CC0