oxytocin

Key facts

Drug.ChEMBL

395429

Drug.C

43

Drug.H

66

Drug.N

12

Drug.O

12

Drug.S

2

Drug.Watchedfields

changed

Drug.verifiedrevid

691721176

Drug.IUPAC_name

1-({(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-(4-hydroxybenzyl)-13-[(1S)-1-methylpropyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl}carbonyl)-L-prolyl-L-leucylglycinamide

Drug.image

Oxytocin with labels.png

Drug.image_class

skin-invert-image

Drug.image2

Oxytocin-from-NMR-soln-3D-bs-17.png

Drug.image_class2

bg-transparent

Drug.ATC_prefix

H01

Drug.ATC_suffix

BB02

Drug.tradename

Induxin

Drug.source_tissues

Pituitary gland

Drug.target_tissues

Wide spread

via Wikipedia infobox

Chemical data

Formula

C43H66N12O12S2

Molecular weight

1007.2 g/mol

IUPAC name

(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-pentaoxo-1,2-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

SMILES

CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)O)N)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N

InChIKey

XNOPRXBHLZRZKH-DSZYJQQASA-N

XLogP

-2.6

Polar surface area

450 Ų

H-bond donors

12

H-bond acceptors

15

Formal charge

0

via PubChem

• The physiology and pharmacology of oxytocin in labor and in the peripartum period.ReviewAmerican journal of obstetrics and gynecology · 2024Uvnäs-Moberg KDOI: 10.1016/j.ajog.2023.04.011
• Oxytocin in neurodevelopmental disorders: Autism spectrum disorder and Prader-Willi syndrome.ReviewPharmacology & therapeutics · 2024Josselsohn A, Zhao Y, Espinoza D et al.DOI: 10.1016/j.pharmthera.2024.108734
• Oxytocin and Olfaction.ReviewCurrent topics in behavioral neurosciences · 2018Oettl LL, Kelsch WDOI: 10.1007/7854_2017_8
• Oxytocin therapy in hypopituitarism: Challenges and opportunities.ReviewClinical endocrinology · 2019Bhargava R, Daughters KL, Rees ADOI: 10.1111/cen.13909
• Oxytocin and Social Cognition.ReviewCurrent topics in behavioral neurosciences · 2018Ebert A, Brüne MDOI: 10.1007/7854_2017_21
• Oxytocin and the Neurobiology of Prosocial Behavior.ReviewThe Neuroscientist : a review journal bringing neurobiology, neurology and psychiatry · 2021Marsh N, Marsh AA, Lee MR et al.DOI: 10.1177/1073858420960111
• Oxytocin and social functioning.ReviewDialogues in clinical neuroscience · 2017Jones C, Barrera I, Brothers S et al.DOI: 10.31887/DCNS.2017.19.2/cjones
• The oxytocin system and early-life experience-dependent plastic changes.ReviewJournal of neuroendocrinology · 2021Onaka T, Takayanagi YDOI: 10.1111/jne.13049

via PubMed