thiamine(1+) (CHEBI:18385)

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ChEBI Name	thiamine(1+)

ChEBI ID	CHEBI:18385

Definition	A primary alcohol that is 1,3-thiazol-3-ium substituted by (4-amino-2-methylpyrimidin-5-yl)methyl, methyl and 2-hydroxyethyl groups at positions 3, 4 and 5, respectively.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:46393, CHEBI:9530, CHEBI:15227, CHEBI:26941

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Formula

C12H17N4OS

Net Charge

Average Mass

265.350

Monoisotopic Mass

265.11176

InChI

InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1

InChIKey

JZRWCGZRTZMZEH-UHFFFAOYSA-N

SMILES

CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI
Homo sapiens (NCBI:txid9606)	From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606)	From MetaboLights See: MetaboLights Study

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):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). 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 )

ChEBI Ontology
Outgoing	thiamine(1+) (CHEBI:18385) has role Escherichia coli metabolite (CHEBI:76971) thiamine(1+) (CHEBI:18385) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) thiamine(1+) (CHEBI:18385) has role human metabolite (CHEBI:77746) thiamine(1+) (CHEBI:18385) has role mouse metabolite (CHEBI:75771) thiamine(1+) (CHEBI:18385) is a primary alcohol (CHEBI:15734) thiamine(1+) (CHEBI:18385) is a vitamin B₁ (CHEBI:26948) thiamine(1+) (CHEBI:18385) is conjugate base of thiamine(2+) (CHEBI:49107)

Incoming	adenosine thiamine triphosphate (CHEBI:71394) has functional parent thiamine(1+) (CHEBI:18385) benfotiamine (CHEBI:41039) has functional parent thiamine(1+) (CHEBI:18385) thiamine phosphate (CHEBI:26945) has functional parent thiamine(1+) (CHEBI:18385) thiamine(1+) chloride (CHEBI:33283) has part thiamine(1+) (CHEBI:18385) thiamine(2+) (CHEBI:49107) is conjugate acid of thiamine(1+) (CHEBI:18385)

IUPAC Name

3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium

Synonyms	Sources
3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM	PDBeChem
Aneurin	KEGG COMPOUND
Antiberiberi factor	KEGG COMPOUND
Thiamin	KEGG COMPOUND
Thiamin	KEGG COMPOUND
Thiamine	KEGG COMPOUND
thiamine	UniProt
thiamine cation	ChEBI
thiamine ion	ChemIDplus
thiamine(1+) ion	ChEBI
thiaminium	ChEBI
Vitamin B1	KEGG COMPOUND
vitamin B₁	ChEBI

Last Modified

15 October 2021