CHEBI:15956 - biotin

ChEBI IDCHEBI:15956
ChEBI Namebiotin
Stars
DefinitionAn organic heterobicyclic compound that consists of 2-oxohexahydro-1H-thieno[3,4-d]imidazole having a valeric acid substituent attached to the tetrahydrothiophene ring. The parent of the class of biotins.
Secondary ChEBI IDsCHEBI:3108, CHEBI:13905, CHEBI:22882, CHEBI:22884, CHEBI:41236
Last Modified22 July 2021
DownloadsMolfile
FormulaC10H16N2O3S
Net Charge0
Average Mass244.316
Monoisotopic Mass244.08816
SMILES[H][C@]12CS[C@@H](CCCCC(=O)O)[C@@]1([H])NC(=O)N2
InChIInChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1
InChIKeyYBJHBAHKTGYVGT-ZKWXMUAHSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
coenzyme  A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
prosthetic group  A tightly bound, specific nonpolypeptide unit in a protein determining and involved in its biological activity.
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
fundamental metabolite  Any metabolite produced by all living cells.
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.
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
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.
Applications:
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
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.
hypoglycemic agent  A drug which lowers the blood glucose level.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
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.
ChEBI Ontology
Outgoing Relation(s)
biotin (CHEBI:15956) has role Escherichia coli metabolite (CHEBI:76971)
biotin (CHEBI:15956) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
biotin (CHEBI:15956) has role anti-anaemic agent (CHEBI:75835)
biotin (CHEBI:15956) has role anti-asthmatic agent (CHEBI:65023)
biotin (CHEBI:15956) has role cardiovascular drug (CHEBI:35554)
biotin (CHEBI:15956) has role coenzyme (CHEBI:23354)
biotin (CHEBI:15956) has role cofactor (CHEBI:23357)
biotin (CHEBI:15956) has role fundamental metabolite (CHEBI:78675)
biotin (CHEBI:15956) has role human metabolite (CHEBI:77746)
biotin (CHEBI:15956) has role hypoglycemic agent (CHEBI:35526)
biotin (CHEBI:15956) has role immunosuppressive agent (CHEBI:35705)
biotin (CHEBI:15956) has role mouse metabolite (CHEBI:75771)
biotin (CHEBI:15956) has role nutraceutical (CHEBI:50733)
biotin (CHEBI:15956) has role prosthetic group (CHEBI:26348)
biotin (CHEBI:15956) has role renoprotective agent (CHEBI:231911)
biotin (CHEBI:15956) is a biotins (CHEBI:51570)
biotin (CHEBI:15956) is a vitamin B7 (CHEBI:176841)
biotin (CHEBI:15956) is conjugate acid of biotinate (CHEBI:57586)
Incoming Relation(s)
biocytin (CHEBI:27870) has functional parent biotin (CHEBI:15956)
biotin amide (CHEBI:16615) has functional parent biotin (CHEBI:15956)
biotinyl-5'-AMP (CHEBI:3110) has functional parent biotin (CHEBI:15956)
biotinyl-CoA (CHEBI:15516) has functional parent biotin (CHEBI:15956)
GCB (CHEBI:74858) has functional parent biotin (CHEBI:15956)
vitamin B complex (CHEBI:75782) has part biotin (CHEBI:15956)
biotinate (CHEBI:57586) is conjugate base of biotin (CHEBI:15956)
biotinyl group (CHEBI:22885) is substituent group from biotin (CHEBI:15956)
IUPAC Name 
5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid
INNs  Source
biotinWHO MedNet
biotinaWHO MedNet
biotineWHO MedNet
biotinumWHO MedNet
Synonyms  Source
(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valeric acidHMDB
5-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acidHMDB
BIOTINPDBeChem
(+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acidHMDB
cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valeric acidHMDB
cis-Tetrahydro-2-oxothieno(3,4-d)imidazoline-4-valeric acidHMDB
Brand Names  Source
Biotin 100ChEMBL
Biotin component of vitapedChEMBL
Manual XrefsDatabases
149962ChemSpider
373DrugCentral
BiotinWikipedia
BIOTINMetaCyc
BTNPDBeChem
C00000756KNApSAcK
C00120KEGG COMPOUND
D00029KEGG DRUG
DB00121DrugBank
FDB014510FooDB
HMDB0000030HMDB
LSM-3994LINCS
Registry NumbersSources
Gmelin:1918703Gmelin
Reaxys:86838Reaxys
CAS:58-85-5KEGG COMPOUND
CAS:58-85-5ChemIDplus
CAS:58-85-5NIST Chemistry WebBook
Citations