oxytocin   Click here for help

GtoPdb Ligand ID: 2174

Abbreviated name: OT
Synonyms: Otx | Pitocin® | Syntocinon®
Approved drug
oxytocin is an approved drug (FDA (1980))
Comment: Endogenous oxytocin is a hormone and neuropeptide, which plays a role in social bonding, sexual reproduction and is required during and after childbirth. Purified oxytocin is used clinically.
Species: Human, Mouse, Rat
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES CCC(C1NC(=O)C(Cc2ccc(cc2)O)NC(=O)C(N)CSSCC(NC(=O)C(NC(=O)C(NC1=O)CCC(=O)N)CC(=O)N)C(=O)N1CCCC1C(=O)NC(C(=O)NCC(=O)N)CC(C)C)C
Isomeric SMILES CC[C@@H]([C@@H]1NC(=O)[C@H](Cc2ccc(cc2)O)NC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)CCC(=O)N)CC(=O)N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N)CC(C)C)C
InChI InChI=1S/C43H66N12O12S2/c1-5-22(4)35-42(66)49-26(12-13-32(45)57)38(62)51-29(17-33(46)58)39(63)53-30(20-69-68-19-25(44)36(60)50-28(40(64)54-35)16-23-8-10-24(56)11-9-23)43(67)55-14-6-7-31(55)41(65)52-27(15-21(2)3)37(61)48-18-34(47)59/h8-11,21-22,25-31,35,56H,5-7,12-20,44H2,1-4H3,(H2,45,57)(H2,46,58)(H2,47,59)(H,48,61)(H,49,66)(H,50,60)(H,51,62)(H,52,65)(H,53,63)(H,54,64)/t22-,25-,26-,27-,28-,29-,30-,31-,35-/m0/s1
InChI Key XNOPRXBHLZRZKH-DSZYJQQASA-N
Classification Click here for help
Compound class Endogenous peptide in human, mouse or rat
Ligand families/groups Neuropeptides
Approved drug? Yes (FDA (1980))
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-[(2S)-butan-2-yl]-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
International Nonproprietary Names Click here for help
INN number INN
1480 oxytocin
Synonyms Click here for help
Otx | Pitocin® | Syntocinon®
Gene/Precursor Click here for help
Gene symbol Gene name Species Precursor protein name Synonyms
OXT oxytocin/neurophysin I prepropeptide Human prepro-OXT-NP I (prepro-oxytocin-neurophysin I) neurophysin I, OT, oxytocin, prepro- (neurophysin I), oxytocin, prepropeptide
Oxt oxytocin Mouse prepro-OXT-NP I (prepro-oxytocin-neurophysin I) Oxy
Oxt oxytocin/neurophysin I prepropeptide Rat prepro-OXT-NP I (prepro-oxytocin-neurophysin I) OT-NPI, oxcytocin, oxytocin, Oxytocin/neurophysin, oxytocin-neurophysin 1, oxytocin/neurophysin 1 prepropeptide, oxytocin/neurophysin (Oxt) gene, complete gene, complete cds, oxytocin, prepropeptide, Rat oxytocin/neurophysin (Oxt) gene complete gene complete cds
Database Links Click here for help
CAS Registry No. 50-56-6
CATH/Gene3D 2.60.9.10
ChEBI CHEBI:7872
ChEMBL Ligand CHEMBL395429
DrugBank Ligand DB00107
DrugCentral Ligand 2042
Ensembl Gene ENSRNOG00000021225 (Rn), ENSMUSG00000027301 (Mm), ENSG00000101405 (Hs)
GtoPdb PubChem SID 135651848
Human Protein Atlas ENSG00000101405 (Hs)
PubChem CID 439302
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UniChem Compound Search for chemical match using the InChIKey XNOPRXBHLZRZKH-DSZYJQQASA-N
UniChem Connectivity Search for chemical match using the InChIKey XNOPRXBHLZRZKH-DSZYJQQASA-N
UniProtKB P01178 (Hs), P01179 (Rn), P35454 (Mm)
Wikipedia Oxytocin

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Tocris
Oxytocin (links to external site)
Cat. No. 1910