3-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-4-(methylsulfanyl)butanamido}-3-phenylpropanamido)-3-(1H-imidazol-5-yl)propanamido]-4-methylpentanamido}-4-(methylsulfanyl)butanamido)-3-carbamoylpropanoic acid

• ChemBase ID: 130997
• Molecular Formular: C44H62N10O10S2
• Molecular Mass: 955.15408
• Monoisotopic Mass: 954.40918023
• SMILES: CC(C)CC(C(=O)NC(CCSC)C(=O)NC(CC(=O)O)C(=O)N)NC(=O)C(Cc1cnc[nH]1)NC(=O)C(Cc1ccccc1)NC(=O)C(CCSC)NC(=O)C(Cc1ccc(cc1)O)N
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)CC(=O)O)CCSC)CC(C)C)Cc1[nH]cnc1)Cc1ccccc1)NC(=O)C(Cc1ccc(cc1)O)N
• InChI: InChI=1S/C44H62N10O10S2/c1-25(2)18-34(42(62)50-32(15-17-66-4)40(60)51-33(38(46)58)22-37(56)57)52-44(64)36(21-28-23-47-24-48-28)54-43(63)35(20-26-8-6-5-7-9-26)53-41(61)31(14-16-65-3)49-39(59)30(45)19-27-10-12-29(55)13-11-27/h5-13,23-25,30-36,55H,14-22,45H2,1-4H3,(H2,46,58)(H,47,48)(H,49,59)(H,50,62)(H,51,60)(H,52,64)(H,53,61)(H,54,63)(H,56,57)
• InChIKey: BHSURCCZOBVHJJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-4-(methylsulfanyl)butanamido}-3-phenylpropanamido)-3-(1H-imidazol-5-yl)propanamido]-4-methylpentanamido}-4-(methylsulfanyl)butanamido)-3-carbamoylpropanoic acid
• IUPAC Traditional name: 3-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-4-(methylsulfanyl)butanamido}-3-phenylpropanamido)-3-(3H-imidazol-4-yl)propanamido]-4-methylpentanamido}-4-(methylsulfanyl)butanamido)-3-carbamoylpropanoic acid
• Synonyms: Dermenkephalin

Database IDs

• CAS Number: 119975-64-3
• PubChem SID: 162225275
• PubChem CID: 11766423

CALCULATED PROPERTIES

• Acid pKa: 3.6126752
• H Acceptors: 12
• H Donor: 11
• LogD (pH = 5.5): -3.0644054
• LogD (pH = 7.4): -2.3754408
• Log P: -2.378665
• Molar Refractivity: 248.7709 cm^3
• Polarizability: 97.11391 Å^3
• Polar Surface Area: 329.92 Å^2
• Rotatable Bonds: 29
• 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

DETAILS

Sigma Aldrich - D2289

Amino Acid Sequence
Tyr-D-Met-Phe-His-Leu-Met-Asp-NH2
Biochem/physiol Actions
Opioid peptide with selective affinity for δ-receptors