3-amino-4-(2-{[1-({1-[(2-carbamoyl-1-{[1-({1-[(carbamoylmethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)-2-hydroxyethyl]carbamoyl}ethyl)carbamoyl]-2-phenylethyl}carbamoyl)ethyl]carbamoyl}pyrrolidin-1-yl)-4-oxobutanoic acid

• ChemBase ID: 153345
• Molecular Formular: C41H53N11O12
• Molecular Mass: 891.92602
• Monoisotopic Mass: 891.38751619
• SMILES: CC(C(=O)NC(Cc1ccccc1)C(=O)NC(CC(=O)N)C(=O)NC(CO)C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NCC(=O)N)NC(=O)C1CCCN1C(=O)C(CC(=O)O)N
• Canonical SMILES: OCC(C(=O)NC(C(=O)NCC(=O)N)Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C1CCCN1C(=O)C(CC(=O)O)N)C)Cc1ccccc1)CC(=O)N
• InChI: InChI=1S/C41H53N11O12/c1-21(47-40(63)31-12-7-13-52(31)41(64)25(42)16-34(56)57)35(58)48-27(14-22-8-3-2-4-9-22)37(60)50-29(17-32(43)54)38(61)51-30(20-53)39(62)49-28(36(59)46-19-33(44)55)15-23-18-45-26-11-6-5-10-24(23)26/h2-6,8-11,18,21,25,27-31,45,53H,7,12-17,19-20,42H2,1H3,(H2,43,54)(H2,44,55)(H,46,59)(H,47,63)(H,48,58)(H,49,62)(H,50,60)(H,51,61)(H,56,57)
• InChIKey: ADMFWPBDASJZNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-4-(2-{[1-({1-[(2-carbamoyl-1-{[1-({1-[(carbamoylmethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)-2-hydroxyethyl]carbamoyl}ethyl)carbamoyl]-2-phenylethyl}carbamoyl)ethyl]carbamoyl}pyrrolidin-1-yl)-4-oxobutanoic acid
• IUPAC Traditional name: 3-amino-4-{2-[(1-{[1-({2-carbamoyl-1-[(1-{[1-(carbamoylmethylcarbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-hydroxyethyl)carbamoyl]ethyl}carbamoyl)-2-phenylethyl]carbamoyl}ethyl)carbamoyl]pyrrolidin-1-yl}-4-oxobutanoic acid
• Synonyms: Asp-Pro-Ala-Phe-Asn-Ser-Trp-Gly-NH2; Leucokinin I

Database IDs

• CAS Number: 104600-89-7
• PubChem SID: 162247484
• PubChem CID: 20833176

CALCULATED PROPERTIES

• Acid pKa: 3.517989
• H Acceptors: 13
• H Donor: 12
• LogD (pH = 5.5): -7.42732
• LogD (pH = 7.4): -7.4807687
• Log P: -7.42646
• Molar Refractivity: 222.3577 cm^3
• Polarizability: 87.90344 Å^3
• Polar Surface Area: 380.43 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C41H53N11O12

DETAILS

Sigma Aldrich - L2896

Biochem/physiol Actions
Stimulates contraction of lower digestive tract
Other Notes
Neuropeptide originally isolated from head of Madeira cockroach Leucophaea maderae