Thiamine diphosphate

Details

• Internal ID: 6106eeb1-6bae-4ece-a476-9ddc7508e713
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Thiamines > Thiamine phosphates
• 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 (Canonical): CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCOP(=O)(O)OP(=O)(O)O
• SMILES (Isomeric): CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCOP(=O)(O)OP(=O)(O)O
• 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
• InChI Key: AYEKOFBPNLCAJY-UHFFFAOYSA-O
• Popularity: 2,701 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₉N₄O₇P₂S+
• Molecular Weight: 425.32 g/mol
• Exact Mass: 425.04496913 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -1.20

Synonyms

• ThPP
• 136-08-3
• thiamin diphosphate
• thiamin pyrophosphate
• ThDP
• CHEBI:9532
• thiamine-pyrophosphate
• thiamine(1+) diphosphate
• thiamine-PPi
• 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate
• thiamin-PPi
• Pyrophosphoric ester of thiamine
• 3-((4-Amino-2-methylpyrimidin-5-yl)methyl)-5-(2-((hydroxy(phosphonooxy)phosphoryl)oxy)ethyl)-4-methylthiazol-3-ium
• 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[4,6,6-trihydroxy-4,6-dioxo-3,5-dioxa-4,6-diph
• NCGC00160617-01
• 2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate
• 1ols
• 1olu
• 1olx
• Thaimine pyrophosphate
• 1v1m
• starbld0000845
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-4-methyl-5-(4,6,6-trihydroxy-4,6-dioxido-3,5-dioxa-4,6-diphosphahex-1-yl)-, inner salt
• SCHEMBL80028
• COCARBOXYLASE [MART.]
• COCARBOXYLASE [WHO-DD]
• CHEMBL1236376
• DTXSID2048404
• BDBM92962
• 1v11
• 1v16
• AYEKOFBPNLCAJY-UHFFFAOYSA-O
• AKOS015961391
• NCGC00160617-02
• NCGC00160617-03
• AC-13726
• LS-187254
• C00068
• Q415003
• 12318-71-7
• 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxyphosphinatooxy)ethyl]thiazolium
• 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-(diphosphooxy)ethyl]-4-methyl-1,3-thiazol-3-ium
• THIAZOLIUM, 3-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)-4-METHYL-5-(4,6,6-TRIHYDROXY-4,6-DIOXIDO-3,5-DIOXA-4,6-DIPHOSPHAHEX-1-YL)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	2818.4 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.43%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.00%	89.34%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	93.47%	94.01%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.85%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	92.38%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	90.14%	93.31%
CHEMBL2243	O00519	Anandamide amidohydrolase	89.68%	97.53%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.22%	93.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.85%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.98%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.83%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.60%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.46%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.37%	85.14%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.75%	80.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.60%	97.29%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 1132
• NPASS: NPC320833
• ChEMBL: CHEMBL1236376
• LOTUS: LTS0064550
• wikiData: Q415003