O6887

[β-Mercapto-β,β-cyclopentamethylenepropionyl¹, O-Me-Tyr², Orn⁸]-Oxytocin

≥93% (HPLC), solid

• Empirische Formel (Hill-System): C₄₈H₇₄N₁₂O₁₂S₂
• CAS-Nummer: 77327-45-8
• Molekulargewicht: 1075.30
• NACRES: NA.32
• PubChem Substance ID: 329818919
• UNSPSC Code: 51111800
• MDL number: MFCD00135712

Eigenschaften

• Quality Segment: 200
• assay: ≥93% (HPLC)
• form: solid
• storage temp.: −20°C
• SMILES string: CC[C@H](C)C1NC(=O)[C@H](Cc2ccc(OC)cc2)NC(=O)CC3(CCCCC3)SSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N4CCC[C@H]4C(=O)N[C@@H](CCCN)C(=O)NCC(N)=O
• InChI: 1S/C48H74N12O12S2/c1-4-27(2)40-46(70)56-31(16-17-36(50)61)42(66)57-33(23-37(51)62)43(67)58-34(47(71)60-21-9-11-35(60)45(69)55-30(10-8-20-49)41(65)53-25-38(52)63)26-73-74-48(18-6-5-7-19-48)24-39(64)54-32(44(68)59-40)22-28-12-14-29(72-3)15-13-28/h12-15,27,30-35,40H,4-11,16-26,49H2,1-3H3,(H2,50,61)(H2,51,62)(H2,52,63)(H,53,65)(H,54,64)(H,55,69)(H,56,70)(H,57,66)(H,58,67)(H,59,68)/t27-,30-,31-,32-,33-,34-,35-,40-/m0/s1
• InChI key: ZWVZXPFUQHTUKV-SZQHDTAUSA-N
• Gene Information: human ... OXT(5020), OXTR(5021) ; rat ... OXT(18429), OXTR(18430)

Beschreibung

Application

[β-Mercapto-β,β-cyclopentamethylenepropionyl1, O-Me-Tyr2, Orn8]-Oxytocin has been used as an oxytocin receptor antagonist:

• to study the influence of blockading the oxytocin receptors in the anterior cingulate cortex on helping behavior[1]
• to determine the receptors that mediate vasopressin-stimulated anion secretion across cultured porcine vas deferens epithelial cell monolayers[2]
• to study the influence of oxytocin receptors inhibition on intravenous and in situ oxytocin effects on the urinary bladder and cardiovascular activities in sham rats[3]

Biochem/physiol Actions

Potent oxytocin antagonist.

[β-Mercapto-β,β-cyclopentamethylenepropionyl1, O-Me-Tyr2, Orn8]-also acts as an arginine vasopressin receptor 1A (AVPR1A) antagonist.[2]

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)