6-amino-2-({1-[19-amino-13-benzyl-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)hexanamide; acetic acid

• ChemBase ID: 131739
• Molecular Formular: C48H69N13O14S2
• Molecular Mass: 1116.27016
• Monoisotopic Mass: 1115.45283595
• SMILES: CC(=O)O.c1ccc(cc1)CC1C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(C(=O)NC(C(=O)N1)Cc1ccc(cc1)O)N)C(=O)N1CCCC1C(=O)NC(CCCCN)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N
• Canonical SMILES: CC(=O)O.NCCCCC(C(=O)NCC(=O)N)NC(=O)C1CCCN1C(=O)C1CSSCC(N)C(=O)NC(Cc2ccc(cc2)O)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC(=O)N)CCC(=O)N)Cc1ccccc1
• InChI: InChI=1S/C46H65N13O12S2.C2H4O2/c47-17-5-4-9-29(40(65)52-22-38(51)63)54-45(70)35-10-6-18-59(35)46(71)34-24-73-72-23-28(48)39(64)55-31(20-26-11-13-27(60)14-12-26)43(68)56-32(19-25-7-2-1-3-8-25)42(67)53-30(15-16-36(49)61)41(66)57-33(21-37(50)62)44(69)58-34;1-2(3)4/h1-3,7-8,11-14,28-35,60H,4-6,9-10,15-24,47-48H2,(H2,49,61)(H2,50,62)(H2,51,63)(H,52,65)(H,53,67)(H,54,70)(H,55,64)(H,56,68)(H,57,66)(H,58,69);1H3,(H,3,4)
• InChIKey: NKWAIKZITYLOMT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-({1-[19-amino-13-benzyl-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)hexanamide; acetic acid
• IUPAC Traditional name: 6-amino-2-({1-[19-amino-13-benzyl-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)hexanamide; acetic acid
• Synonyms: Lysine vasopressin; Lyspressin; [Lys8]-Vasopressin

Database IDs

• CAS Number: 50-57-7
• EC Number: 200-050-5
• MDL Number: MFCD00133970
• PubChem SID: 162226016; 24900764
• PubChem CID: 9549173

CALCULATED PROPERTIES

• Acid pKa: 9.42674
• H Acceptors: 14
• H Donor: 13
• LogD (pH = 5.5): -11.048501
• LogD (pH = 7.4): -8.849341
• Log P: -6.773843
• Molar Refractivity: 266.7724 cm^3
• Polarizability: 104.48952 Å^3
• Polar Surface Area: 425.55 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: YW8659000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20
• Safety Statements: 36
• 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

Pharmacology Properties

• Gene Information: human ... AVP(551)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - V6879

Amino Acid Sequence
Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 [Disulfide Bridge: 1-6]
Biochem/physiol Actions
Predominant form of vasopressin present in pigs and marsupials. It has lower vasopressor and antidiuretic activity than Arg8-vasopressin.

Sigma Aldrich - V8129

Amino Acid Sequence
Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 [Disulfide Bridge: 1-6]