(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid acetic acid hydrate

• ChemBase ID: 134076
• Molecular Formular: C30H43N5O10
• Molecular Mass: 633.68992
• Monoisotopic Mass: 633.3009926
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@H](Cc1ccc(cc1)O)N.CC(=O)O.O
• Canonical SMILES: O=C(CNC(=O)[C@H](Cc1ccc(cc1)O)N)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(C)C)Cc1ccccc1.CC(=O)O.O
• InChI: InChI=1S/C28H37N5O7.C2H4O2.H2O/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19;1-2(3)4;/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40);1H3,(H,3,4);1H2/t21-,22-,23-;;/m0../s1
• InChIKey: QKDIOZBQOQJXFR-XQCXOTTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid acetic acid hydrate
• IUPAC Traditional name: (2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid acetic acid hydrate
• Synonyms: Leucine Enkephalin acetate salt hydrate; 亮氨酸脑啡肽 乙酸盐 水合物

Database IDs

• MDL Number: MFCD11045938
• PubChem SID: 162228353
• PubChem CID: 71308757

CALCULATED PROPERTIES

• Acid pKa: 3.7021072
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.8625183
• LogD (pH = 7.4): -2.012467
• Log P: -1.8638327
• Molar Refractivity: 145.5916 cm^3
• Polarizability: 56.937946 Å^3
• Polar Surface Area: 199.95 Å^2
• Rotatable Bonds: 15
• 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

Pharmacology Properties

• Gene Information: human ... OPRD1(4985), OPRM1(4988)mouse ... OPRD1(18386), OPRM1(18390)rat ... OPRD1(24613), OPRM1(25601)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - L9133

Amino Acid Sequence
Tyr-Gly-Gly-Phe-Leu
Biochem/physiol Actions
内源性阿片神经递质/神经调质，μ 和 δ 阿片受体激动剂；脑定位和 δ 受体定位同时进行。