CHEBI:9534 - thiamine(1+) triphosphate

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ChEBI Name thiamine(1+) triphosphate
ChEBI ID CHEBI:9534
Definition A thiamine phosphate that is thiamine(1+) in which the hydroxy group is replaced by a triphosphate group. It is found in low amounts in most vertebrate tissues and can phosphorylate certain proteins.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C12H20N4O10P3S
Net Charge +1
Average Mass 505.290
Monoisotopic Mass 505.01075
InChI InChI=1S/C12H19N4O10P3S/c1-8-11(30-7-16(8)6-10-5-14-9(2)15-12(10)13)3-4-24-28(20,21)26-29(22,23)25-27(17,18)19/h5,7H,3-4,6H2,1-2H3,(H5-,13,14,15,17,18,19,20,21,22,23)/p+1
InChIKey IWLROWZYZPNOFC-UHFFFAOYSA-O
SMILES CC1=C(CCOP(O)(=O)OP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=C(N)N=C(C)N=C1
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Rattus norvegicus (NCBI:txid10116) Found in brain (BTO:0000142). See: PubMed
Arabidopsis thaliana (NCBI:txid3702) See: PubMed
Tricholoma gambosa (NCBI:txid40144) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Sus scrofa domesticus (NCBI:txid9825) 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).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Arabidopsis thaliana metabolite
Any plant metabolite that is produced by Arabidopsis thaliana.
mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
water-soluble vitamin (role)
Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
(via B vitamin )
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
(via B vitamin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing thiamine(1+) triphosphate (CHEBI:9534) has role Arabidopsis thaliana metabolite (CHEBI:140602)
thiamine(1+) triphosphate (CHEBI:9534) has role Escherichia coli metabolite (CHEBI:76971)
thiamine(1+) triphosphate (CHEBI:9534) has role fungal metabolite (CHEBI:76946)
thiamine(1+) triphosphate (CHEBI:9534) has role human metabolite (CHEBI:77746)
thiamine(1+) triphosphate (CHEBI:9534) has role mammalian metabolite (CHEBI:75768)
thiamine(1+) triphosphate (CHEBI:9534) has role mouse metabolite (CHEBI:75771)
thiamine(1+) triphosphate (CHEBI:9534) has role rat metabolite (CHEBI:86264)
thiamine(1+) triphosphate (CHEBI:9534) is a thiamine phosphate (CHEBI:26945)
thiamine(1+) triphosphate (CHEBI:9534) is a vitamin B1 (CHEBI:26948)
thiamine(1+) triphosphate (CHEBI:9534) is conjugate acid of thiamine(1+) triphosphate(1−) (CHEBI:18284)
Incoming thiamine(1+) triphosphate(1−) (CHEBI:18284) is conjugate base of thiamine(1+) triphosphate (CHEBI:9534)
IUPAC Name
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-(triphosphooxy)ethyl]-4-methyl-1,3-thiazol-3-ium
Synonyms Sources
3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-(4,6,8,8-trihydroxy-4,6,8-trioxido-3,5,7-trioxa-4,6,8-triphosphaoct-1-yl)-thiazolium ChEBI
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-{2-[(hydroxy{[hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl)oxy]ethyl}-4-methyl-1,3-thiazol-3-ium IUPAC
thiamin triphosphate KEGG COMPOUND
thiamine triphosphate KEGG COMPOUND
thiamine triphosphoric acid ester ChEBI
ThTP ChEBI
TTP ChEBI
Manual Xrefs Databases
496 ChemSpider
C03028 KEGG COMPOUND
FDB022666 FooDB
HMDB0001512 HMDB
V4E PDBeChem
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Registry Numbers Types Sources
3808304 Beilstein Registry Number Beilstein
50851-39-3 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
12379473 PubMed citation Europe PMC
12943234 PubMed citation Europe PMC
1294713 PubMed citation Europe PMC
1297771 PubMed citation Europe PMC
14769791 PubMed citation Europe PMC
1506715 PubMed citation Europe PMC
18215312 PubMed citation Europe PMC
19490098 PubMed citation Europe PMC
19906644 PubMed citation Europe PMC
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24590690 PubMed citation Europe PMC
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3010036 PubMed citation Europe PMC
3039089 PubMed citation Europe PMC
31941143 PubMed citation Europe PMC
32885135 PubMed citation Europe PMC
6329572 PubMed citation Europe PMC
IND605935172 Agricola citation Europe PMC
Last Modified
19 July 2021