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Chemical structure of (d(CH₂)₅¹,Tyr(Me)²,Orn⁸)-Oxytocin

GA20059

(d(CH₂)₅¹,Tyr(Me)²,Orn⁸)-Oxytocin

Also known as (2S)-N-[(2S)-5-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxopentan-2-yl]-1-[(10R,13S,16S,22S)-13-(2-amino-2-oxoethyl)-16-(3-amino-3-oxopropyl)-19-[(2S)-butan-2-yl]-22-[(4-methoxyphenyl)methyl]-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentazaspiro[5.19]pentacosane-10-carbonyl]pyrrolidine-2-carboxamide

Potent oxytocin antagonist with a pA? value of 7·35 ± 0·08· (d(CH?)?¹,Tyr(Me)²,Orn?)-Vasotocin has been used to support the hypothesis that pituitary secretion of oxytocin is associated with coactivation of centrally projecting brain oxytocin pathways, some of which are causally related to the induced inhibition of food intake· Furthermore, this compound competitively inhibited arginine vasotocin (AVT) contractions without affecting AVT efficacy

ChemicalCAS77327-45-8MW1075.32FormulaC48H74N12O12S2
CAS number
77327-45-8
Molecular weight
1075.32
Formula
C48H74N12O12S2
Solubility
Soluble in DMSO
InChIKey
ZWVZXPFUQHTUKV-DCFRFDPNSA-N
Catalogue number
GA20059
Brand
GLPBIO
Computed properties PubChem CID 122244 · XLogP -1.7 · TPSA 439 Ų · H-bond donors 11
XLogP
-1.7
TPSA
439 Ų
H-bond donors
11
H-bond acceptors
15
Rotatable bonds
19
Heavy atoms
74

SMILES CC[C@H](C)C1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC2(CCCCC2)CC(=O)N[C@H](C(=O)N1)CC3=CC=C(C=C3)OC)C(=O)N4CCC[C@H]4C(=O)N[C@@H](CCCN)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N

Computed descriptors from PubChem (CID 122244), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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