3-(2-{6-amino-2-[2-amino-3-(1H-imidazol-4-yl)propanamido]hexanamido}-3-hydroxybutanamido)-3-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylpropyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)propanoic acid

• ChemBase ID: 103869
• Molecular Formular: C50H80N14O14S
• Molecular Mass: 1133.3206
• Monoisotopic Mass: 1132.56991431
• SMILES: CSCCC(NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(NC(=O)C(Cc1ccccc1)NC(=O)C(CO)NC(=O)C(CC(=O)O)NC(=O)C(NC(=O)C(CCCCN)NC(=O)C(N)Cc1c[nH]cn1)C(C)O)C(C)C)C(=O)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N)CCSC)CC(C)C)C(C)C)Cc1ccccc1)CO)CC(=O)O)C(O)C)NC(=O)C(Cc1nc[nH]c1)N
• InChI: InChI=1S/C50H80N14O14S/c1-26(2)18-34(45(73)58-32(42(53)70)15-17-79-6)57-38(67)23-55-49(77)40(27(3)4)63-47(75)35(19-29-12-8-7-9-13-29)60-48(76)37(24-65)62-46(74)36(21-39(68)69)61-50(78)41(28(5)66)64-44(72)33(14-10-11-16-51)59-43(71)31(52)20-30-22-54-25-56-30/h7-9,12-13,22,25-28,31-37,40-41,65-66H,10-11,14-21,23-24,51-52H2,1-6H3,(H2,53,70)(H,54,56)(H,55,77)(H,57,67)(H,58,73)(H,59,71)(H,60,76)(H,61,78)(H,62,74)(H,63,75)(H,64,72)(H,68,69)
• InChIKey: HEAUFJZALFKPBA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-{6-amino-2-[2-amino-3-(1H-imidazol-4-yl)propanamido]hexanamido}-3-hydroxybutanamido)-3-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylpropyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)propanoic acid; 3-(2-{6-amino-2-[2-amino-3-(1H-imidazol-5-yl)propanamido]hexanamido}-3-hydroxybutanamido)-3-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylpropyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)propanoic acid
• IUPAC Traditional name: 3-(2-{6-amino-2-[2-amino-3-(1H-imidazol-4-yl)propanamido]hexanamido}-3-hydroxybutanamido)-3-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylpropyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)propanoic acid; neurokinin A
• Synonyms: Substance K; Neuromedin L.; His-Lys-Thr-Asp-Ser-Phe-Val-Gly-Leu-Met-NH₂; α-Neurokinin; NEUROKININ A; Neuromedin L; Neurokinin A; α-神经激肽

Database IDs

• CAS Number: 86933-74-6
• MDL Number: MFCD00167560
• PubChem SID: 162091419; 24897700
• PubChem CID: 55582

CALCULATED PROPERTIES

• Acid pKa: 3.4872065
• H Acceptors: 17
• H Donor: 16
• LogD (pH = 5.5): -10.37446
• LogD (pH = 7.4): -8.3362
• Log P: -7.862111
• Molar Refractivity: 286.2946 cm^3
• Polarizability: 112.53528 Å^3
• Polar Surface Area: 463.47 Å^2
• Rotatable Bonds: 37
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Pharmacology Properties

• Gene Information: human ... TAC1(6863)

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Peptide content, ≥70%

DETAILS

Sigma Aldrich - N4267

Amino Acid Sequence
His-Lys-Thr-Asp-Ser-Phe-Val-Gly-Leu-Met-NH2
Biochem/physiol Actions
Endogenous tachykinin agonist with preference for the NK-2 receptor, more potent bronchoconstrictor than Substance P.