2-(2-{[19-amino-13-(butan-2-yl)-7-(carbamoylmethyl)-10-(1-hydroxyethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]formamido}acetamido)-N-(carbamoylmethyl)-4-methylpentanamide

• ChemBase ID: 131214
• Molecular Formular: C39H61N11O12S2
• Molecular Mass: 940.09814
• Monoisotopic Mass: 939.39425845
• SMILES: CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(C(=O)NC(C(=O)N1)Cc1ccc(cc1)O)N)C(=O)NCC(=O)NC(CC(C)C)C(=O)NCC(=O)N)CC(=O)N)C(C)O
• Canonical SMILES: CCC(C1NC(=O)C(Cc2ccc(cc2)O)NC(=O)C(N)CSSCC(NC(=O)C(NC(=O)C(NC1=O)C(O)C)CC(=O)N)C(=O)NCC(=O)NC(C(=O)NCC(=O)N)CC(C)C)C
• InChI: InChI=1S/C39H61N11O12S2/c1-6-19(4)31-38(61)50-32(20(5)51)39(62)47-26(13-28(41)53)36(59)48-27(35(58)44-15-30(55)45-24(11-18(2)3)34(57)43-14-29(42)54)17-64-63-16-23(40)33(56)46-25(37(60)49-31)12-21-7-9-22(52)10-8-21/h7-10,18-20,23-27,31-32,51-52H,6,11-17,40H2,1-5H3,(H2,41,53)(H2,42,54)(H,43,57)(H,44,58)(H,45,55)(H,46,56)(H,47,62)(H,48,59)(H,49,60)(H,50,61)
• InChIKey: XQAKKLKDUOWUIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{[19-amino-13-(butan-2-yl)-7-(carbamoylmethyl)-10-(1-hydroxyethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]formamido}acetamido)-N-(carbamoylmethyl)-4-methylpentanamide
• IUPAC Traditional name: 2-(2-{[19-amino-7-(carbamoylmethyl)-10-(1-hydroxyethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(sec-butyl)-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]formamido}acetamido)-N-(carbamoylmethyl)-4-methylpentanamide
• Synonyms: [Thr4, Gly7]-Oxytocin

Database IDs

• CAS Number: 60786-59-6
• MDL Number: MFCD00076735
• PubChem SID: 162225492; 24898034
• PubChem CID: 3563639

CALCULATED PROPERTIES

• Acid pKa: 9.502551
• H Acceptors: 13
• H Donor: 13
• LogD (pH = 5.5): -7.2787747
• LogD (pH = 7.4): -5.62318
• Log P: -5.30936
• Molar Refractivity: 233.2783 cm^3
• Polarizability: 91.72411 Å^3
• Polar Surface Area: 385.46 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H332
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - O6380

Amino Acid Sequence
Cys-Tyr-Ile-Thr-Asn-Cys-Gly-Leu-Gly-NH2 [Disulfide Bridge: 1-6]
Biochem/physiol Actions
Neuropeptide synthesized in the hypothalamus and involved in the control of lactation and parturition; selective ligand for central and peripheral oxytocin receptors.