2-({1-[19-amino-13-(butan-2-yl)-7-(carbamoylmethyl)-10-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl}formamido)-N-(carbamoylmethyl)-3-methylpentanamide

• ChemBase ID: 103338
• Molecular Formular: C41H63N11O12S2
• Molecular Mass: 966.13542
• Monoisotopic Mass: 965.40990851
• SMILES: CCC(C)C(NC(=O)C1CCCN1C(=O)C1CSSCC(N)C(=O)NC(Cc2ccc(O)cc2)C(=O)NC(C(C)CC)C(=O)NC(CO)C(=O)NC(CC(=O)N)C(=O)N1)C(=O)NCC(=O)N
• Canonical SMILES: OCC1NC(=O)C(NC(=O)C(Cc2ccc(cc2)O)NC(=O)C(N)CSSCC(NC(=O)C(NC1=O)CC(=O)N)C(=O)N1CCCC1C(=O)NC(C(=O)NCC(=O)N)C(CC)C)C(CC)C
• InChI: InChI=1S/C41H63N11O12S2/c1-5-20(3)32(39(62)45-16-31(44)56)51-38(61)29-8-7-13-52(29)41(64)28-19-66-65-18-24(42)34(57)46-25(14-22-9-11-23(54)12-10-22)36(59)50-33(21(4)6-2)40(63)48-27(17-53)37(60)47-26(15-30(43)55)35(58)49-28/h9-12,20-21,24-29,32-33,53-54H,5-8,13-19,42H2,1-4H3,(H2,43,55)(H2,44,56)(H,45,62)(H,46,57)(H,47,60)(H,48,63)(H,49,58)(H,50,59)(H,51,61)
• InChIKey: XMINXPSYULINQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({1-[19-amino-13-(butan-2-yl)-7-(carbamoylmethyl)-10-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl}formamido)-N-(carbamoylmethyl)-3-methylpentanamide
• IUPAC Traditional name: 2-({1-[19-amino-7-(carbamoylmethyl)-10-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(sec-butyl)-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl}formamido)-N-(carbamoylmethyl)-3-methylpentanamide
• Synonyms: Cys-Tyr-Ile-Ser-Asn-Cys-Pro-Ile-Gly-NH₂; [Ser^4,lle^8]-Oxytocin; ISOTOCIN; Isotocin; [4-Serine,8-Isoleucine]Oxytocin; [Ser4, Ile8]Oxytocin; [Ser4, Ile8]-Oxytocin

Database IDs

• CAS Number: 550-21-0
• MDL Number: MFCD00076734
• PubChem SID: 162090361; 24896084
• PubChem CID: 3274949

CALCULATED PROPERTIES

• Lipinski's Rule of Five: false
• Acid pKa: 9.502383
• H Acceptors: 13
• H Donor: 12
• LogD (pH = 5.5): -6.775965
• LogD (pH = 7.4): -5.1203737
• Log P: -4.8065953
• Molar Refractivity: 240.9655 cm^3
• Polarizability: 94.66597 Å^3
• Polar Surface Area: 376.67 Å^2
• Rotatable Bonds: 15

PROPERTIES

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

MP Biomedicals - 02151373

Contains Cys1-Cys6 disulfide bond.

Sigma Aldrich - I6131

Amino Acid Sequence
Cys-Tyr-Ile-Ser-Asn-Cys-Pro-Ile-Gly-NH2 [Disulfide Bridge: 1-6]
Biochem/physiol Actions
Regulates blood pressure.

REFERENCES

• Guttman, S., et al., Experentia, 18: 445, (1962).