CHEBI:18306 - thiamine(1+) carboxylic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name thiamine(1+) carboxylic acid
ChEBI ID CHEBI:18306
Definition A monocarboxylic acid that is thiamine(1+) which carries an oxo group at position 2.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9531, CHEBI:15228, CHEBI:26942, CHEBI:25749
Supplier Information
Download Molfile XML SDF
Formula C12H15N4O2S
Net Charge +1
Average Mass 279.340
Monoisotopic Mass 279.09102
InChI InChI=1S/C12H14N4O2S/c1-7-10(3-11(17)18)19-6-16(7)5-9-4-14-8(2)15-12(9)13/h4,6H,3,5H2,1-2H3,(H2-,13,14,15,17,18)/p+1
InChIKey QNGQHEBFAUOYHC-UHFFFAOYSA-O
SMILES CC1=C(CC(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
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+) carboxylic acid (CHEBI:18306) has role bacterial metabolite (CHEBI:76969)
thiamine(1+) carboxylic acid (CHEBI:18306) has role rat metabolite (CHEBI:86264)
thiamine(1+) carboxylic acid (CHEBI:18306) is a monocarboxylic acid (CHEBI:25384)
thiamine(1+) carboxylic acid (CHEBI:18306) is a vitamin B1 (CHEBI:26948)
thiamine(1+) carboxylic acid (CHEBI:18306) is conjugate acid of thiaminium carboxylate betaine (CHEBI:58438)
Incoming thiaminium carboxylate betaine (CHEBI:58438) is conjugate base of thiamine(1+) carboxylic acid (CHEBI:18306)
IUPAC Name
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(carboxymethyl)-4-methyl-1,3-thiazol-3-ium
Synonyms Sources
3-(2'-methyl-4'-amino-5'-pyrimidylmethyl)-4-methylthiazol-5-acetic acid ChEBI
3-(2'-methyl-4'-amino-5'-pyrimidylmethyl)-4-methylthiazole-5-acetic acid
Note: (2006-01-31) Name used in J. Biol. Chem. 245 (1970) 2599-2604 [Medline UI: 70230292].
 ChEBI
3-(2-methyl-4-amino-5-pyrimidylmethyl)-4-methylthiazole-5-acetic acid ChEBI
3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(carboxymethyl)-4-methylthiazolium ChEBI
thiamin acetic acid KEGG COMPOUND
thiamine acetic acid KEGG COMPOUND
Manual Xrefs Databases
388883 ChemSpider
C02892 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
22907-07-9 CAS Registry Number ChEBI
3693053 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
2988447 PubMed citation Europe PMC
4987737 PubMed citation Europe PMC
5344131 PubMed citation Europe PMC
5472363 PubMed citation Europe PMC
Last Modified
19 July 2021