CHEBI:15356 - cysteine

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ChEBI Name cysteine ChEBI ID CHEBI:15356 Definition A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:23508, CHEBI:4050, CHEBI:14061 Supplier Information No supplier information found for this compound. Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Tryptamine is an indolamine metabolite of the essential amino acid tryptophan. The chemical structure is defined by an indole—a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the first one being the heterocyclic nitrogen). The structure of tryptamine is a shared feature of certain aminergic neuromodulators including melatonin, serotonin, bufotenin and psychedelic derivatives such as dimethyltryptamine (DMT), psilocybin, psilocin and others. Tryptamine has been shown to activate serotonin receptors and trace amine-associated receptors expressed in the mammalian brain, and regulates the activity of dopaminergic, serotonergic and glutamatergic systems. In the human gut, bacteria convert dietary tryptophan to tryptamine, which activates 5-HT4 receptors and regulates gastrointestinal motility. Multiple tryptamine-derived drugs have been developed to treat migraines, while trace amine-associated receptors are being explored as a potential treatment target for neuropsychiatric disorders. Read full article at Wikipedia Formula C3H7NO2S Net Charge 0 Average Mass 121.15922 Monoisotopic Mass 121.01975 InChI InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) InChIKey XUJNEKJLAYXESH-UHFFFAOYSA-N SMILES NC(CS)C(O)=O Metabolite of Species Details Mus musculus (NCBI:txid10090) See: PubMed Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed Daphnia magna (NCBI:txid35525) See: PubMed Arabidopsis thaliana (NCBI:txid3702) See: PubMed 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 ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Biological Role(s): fundamental metabolite Any metabolite produced by all living cells. View more via ChEBI Ontology ChEBI Ontology Outgoing cysteine (CHEBI:15356) has part sulfanylmethyl group (CHEBI:50326) cysteine (CHEBI:15356) has role fundamental metabolite (CHEBI:78675) cysteine (CHEBI:15356) is a α-amino acid (CHEBI:33704) cysteine (CHEBI:15356) is a polar amino acid (CHEBI:26167) cysteine (CHEBI:15356) is a sulfur-containing amino acid (CHEBI:26834) cysteine (CHEBI:15356) is conjugate acid of cysteinate(1−) (CHEBI:32456) cysteine (CHEBI:15356) is conjugate base of cysteinium (CHEBI:32458) cysteine (CHEBI:15356) is tautomer of cysteine zwitterion (CHEBI:35237) Incoming γGluCys(IAN)Glu (CHEBI:64978) has functional parent cysteine (CHEBI:15356) Se-L-selenocysteine-S-L-cysteine residue (CHEBI:142235) has functional parent cysteine (CHEBI:15356) cysteine derivative (CHEBI:23509) has functional parent cysteine (CHEBI:15356) cysteinyl radical (CHEBI:32740) has functional parent cysteine (CHEBI:15356) D-cysteine (CHEBI:16375) is a cysteine (CHEBI:15356) L-cysteine (CHEBI:17561) is a cysteine (CHEBI:15356) cysteinium (CHEBI:32458) is conjugate acid of cysteine (CHEBI:15356) cysteinate(1−) (CHEBI:32456) is conjugate base of cysteine (CHEBI:15356) cystein-S-yl group (CHEBI:32795) is substituent group from cysteine (CHEBI:15356) cysteine residue (CHEBI:32460) is substituent group from cysteine (CHEBI:15356) cysteino group (CHEBI:32459) is substituent group from cysteine (CHEBI:15356) cysteinyl group (CHEBI:23511) is substituent group from cysteine (CHEBI:15356) cysteine zwitterion (CHEBI:35237) is tautomer of cysteine (CHEBI:15356) IUPAC Name cysteine Synonyms Sources 2-amino-3-mercaptopropanoic acid JCBN 2-Amino-3-mercaptopropionic acid KEGG COMPOUND 2-amino-3-sulfanylpropanoic acid IUPAC C ChEBI cisteína ChEBI Cys ChEBI Cystein ChEBI Cysteine KEGG COMPOUND cystéine ChEBI Hcys IUPAC Zystein ChEBI Manual Xrefs Databases C00001351 KNApSAcK C00007323 KNApSAcK C00736 KEGG COMPOUND Cysteine Wikipedia View more database links Registry Numbers Types Sources 1721406 Reaxys Registry Number Reaxys 2933 Gmelin Registry Number Gmelin 3374-22-9 CAS Registry Number ChemIDplus 3374-22-9 CAS Registry Number NIST Chemistry WebBook Citations Types Sources 17439666 PubMed citation Europe PMC 25181601 PubMed citation Europe PMC Last Modified 06 July 2021