(2S)-2-{[(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-13-[(2S)-butan-2-yl]-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-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)-4-methylpentanamide; acetic acid

• ChemBase ID: 176150
• Molecular Formular: C45H70N12O14S2
• Molecular Mass: 1067.2393
• Monoisotopic Mass: 1066.45758698
• SMILES: O=C(O)C.O=C(N)CNC(=O)[C@@H](NC(=O)[C@H]1N(C(=O)[C@@H]2NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](N)CSSC2)Cc2ccc(O)cc2)[C@@H](C)CC)CCC(=O)N)CC(=O)N)CCC1)CC(C)C
• Canonical SMILES: CC(=O)O.CC[C@@H]([C@@H]1NC(=O)[C@@H](Cc2ccc(cc2)O)NC(=O)[C@@H](N)CSSC[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC1=O)CCC(=O)N)CC(=O)N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N)CC(C)C)C
• InChI: InChI=1S/C43H66N12O12S2.C2H4O2/c1-5-22(4)35-42(66)49-26(12-13-32(45)57)38(62)51-29(17-33(46)58)39(63)53-30(20-69-68-19-25(44)36(60)50-28(40(64)54-35)16-23-8-10-24(56)11-9-23)43(67)55-14-6-7-31(55)41(65)52-27(15-21(2)3)37(61)48-18-34(47)59;1-2(3)4/h8-11,21-22,25-31,35,56H,5-7,12-20,44H2,1-4H3,(H2,45,57)(H2,46,58)(H2,47,59)(H,48,61)(H,49,66)(H,50,60)(H,51,62)(H,52,65)(H,53,63)(H,54,64);1H3,(H,3,4)/t22-,25-,26-,27-,28-,29-,30-,31-,35-;/m0./s1
• InChIKey: DSZOEVVLZMNAEH-BXUJZNQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-13-[(2S)-butan-2-yl]-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-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)-4-methylpentanamide; acetic acid
• IUPAC Traditional name: acetic acid; oxytocin
• Synonyms: L-Cysteinyl-L-tyrosyl-L-isoleucyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-leucyl-glycinamide Cyclic (1-6)-Disulfide; Hyphotocin; Intertocine S; Orasthin Acetate; Oxytocin Monoacetate; Perlacton Acetate; Pitocin Acetate; Syntocinon Acetate; Synpitan Acetate; Uteracon Acetate; Oxytocin Acetate

Database IDs

• CAS Number: 6233-83-6
• PubChem SID: 164232060
• PubChem CID: 12004215

CALCULATED PROPERTIES

• Acid pKa: 9.503691
• H Acceptors: 13
• H Donor: 12
• LogD (pH = 5.5): -6.967106
• LogD (pH = 7.4): -5.3115015
• Log P: -4.997379
• Molar Refractivity: 252.1114 cm^3
• Polarizability: 98.93987 Å^3
• Polar Surface Area: 399.53 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: >225°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O878500

The principal uterus-contracting and lactation-stimulating hormone of the posterior pituitary gland.

REFERENCES

• Pierce, et al.: J. Biol. Chem., 199, 929 (1952)
• Tuppy, et al.: Biochem. Biophys. Acta, 11, 449 (1952)
• Cash, et al.: J. Med. Pharm. Chem., 5, 413 (1952)
• Nachtmann, F., et al.: Anal. Profiles Drug Subs., 10, 563 (1952)