CHEBI:9533 - thiamine(1+) monophosphate

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ChEBI Name thiamine(1+) monophosphate
ChEBI ID CHEBI:9533
Definition A thiamine phosphate that is thiamin(1+) in which the hydroxy group is replaced by a phosphate group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H18N4O4PS
Net Charge +1
Average Mass 345.330
Monoisotopic Mass 345.07809
InChI InChI=1S/C12H17N4O4PS/c1-8-11(3-4-20-21(17,18)19)22-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H3-,13,14,15,17,18,19)/p+1
InChIKey HZSAJDVWZRBGIF-UHFFFAOYSA-O
SMILES CC1=C(CCOP(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
Synechococcus elongatus (NCBI:txid32046) Found in endometabolome From MetaboLights See: MetaboLights Study
Arabidopsis thaliana (NCBI:txid3702) See: PubMed
Brassica napus (NCBI:txid3708) Found in leaf lamina (BTO:0000719). From MetaboLights See: MetaboLights Study
Micromonas pusilla (NCBI:txid38833) From MetaboLights See: MetaboLights Study
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Trypanosoma brucei (NCBI:txid5691) From MetaboLights See: MetaboLights Study
Ruegeria pomeroyi (NCBI:txid89184) Found in endometabolome From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606) 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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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 ).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Arabidopsis thaliana metabolite
Any plant metabolite that is produced by Arabidopsis thaliana.
mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
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+) monophosphate (CHEBI:9533) has role Arabidopsis thaliana metabolite (CHEBI:140602)
thiamine(1+) monophosphate (CHEBI:9533) has role Escherichia coli metabolite (CHEBI:76971)
thiamine(1+) monophosphate (CHEBI:9533) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
thiamine(1+) monophosphate (CHEBI:9533) has role human metabolite (CHEBI:77746)
thiamine(1+) monophosphate (CHEBI:9533) has role mammalian metabolite (CHEBI:75768)
thiamine(1+) monophosphate (CHEBI:9533) has role mouse metabolite (CHEBI:75771)
thiamine(1+) monophosphate (CHEBI:9533) has role plant metabolite (CHEBI:76924)
thiamine(1+) monophosphate (CHEBI:9533) is a thiamine phosphate (CHEBI:26945)
thiamine(1+) monophosphate (CHEBI:9533) is a vitamin B1 (CHEBI:26948)
thiamine(1+) monophosphate (CHEBI:9533) is conjugate acid of thiamine(1+) monophosphate(1−) (CHEBI:37574)
Incoming thiamine(1+) monophosphate chloride (CHEBI:18338) has part thiamine(1+) monophosphate (CHEBI:9533)
thiamine(1+) monophosphate(1−) (CHEBI:37574) is conjugate base of thiamine(1+) monophosphate (CHEBI:9533)
IUPAC Name
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]-1,3-thiazol-3-ium
Synonyms Sources
2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-3-ium-5-yl]ethyl dihydrogen phosphate PDBeChem
2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl dihydrogen phosphate ChEBI
2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl dihydrogen phosphate ChEBI
3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]thiazolium ChEBI
thiamin monophosphate KEGG COMPOUND
thiamin phosphate KEGG COMPOUND
thiamine monophosphate KEGG COMPOUND
thiamine phosphate KEGG COMPOUND
TMP KEGG COMPOUND
vitamin B1 monophosphate ChEBI
vitamin B1 phosphate ChEBI
Manual Xrefs Databases
1099 ChemSpider
C00019628 KNApSAcK
C01081 KEGG COMPOUND
DB03416 DrugBank
FDB023043 FooDB
HMDB0002666 HMDB
Thiamine_monophosphate Wikipedia
TPS PDBeChem
View more database links
Registry Numbers Types Sources
10023-48-0 CAS Registry Number DrugBank
1063443 Gmelin Registry Number Gmelin
3916670 Beilstein Registry Number Beilstein
3916670 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
19 July 2021