6-amino-2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-5-carbamimidamidopentanamido}-3-phenylpropanamido)hexanamide

• ChemBase ID: 131364
• Molecular Formular: C30H45N9O5
• Molecular Mass: 611.7356
• Monoisotopic Mass: 611.35436559
• SMILES: c1ccc(cc1)CC(C(=O)NC(CCCCN)C(=O)N)NC(=O)C(CCCNC(=N)N)NC(=O)C(Cc1ccc(cc1)O)N
• Canonical SMILES: NCCCCC(C(=O)N)NC(=O)C(NC(=O)C(NC(=O)C(Cc1ccc(cc1)O)N)CCCNC(=N)N)Cc1ccccc1
• InChI: InChI=1S/C30H45N9O5/c31-15-5-4-9-23(26(33)41)37-29(44)25(18-19-7-2-1-3-8-19)39-28(43)24(10-6-16-36-30(34)35)38-27(42)22(32)17-20-11-13-21(40)14-12-20/h1-3,7-8,11-14,22-25,40H,4-6,9-10,15-18,31-32H2,(H2,33,41)(H,37,44)(H,38,42)(H,39,43)(H4,34,35,36)
• InChIKey: UEVAHGMTRWGMTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-5-carbamimidamidopentanamido}-3-phenylpropanamido)hexanamide
• IUPAC Traditional name: 6-amino-2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-5-carbamimidamidopentanamido}-3-phenylpropanamido)hexanamide
• Synonyms: [D-Arg2, Lys4]-Dermorphin-(1-4)-amide; DALDA

Database IDs

• CAS Number: 118476-85-0
• MDL Number: MFCD00144042
• PubChem SID: 162225642; 24893439
• PubChem CID: 14444332

CALCULATED PROPERTIES

• LogD (pH = 7.4): -6.2466793
• Log P: -1.5260738
• Molar Refractivity: 176.1686 cm^3
• Polarizability: 64.59983 Å^3
• Polar Surface Area: 264.56 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false
• Acid pKa: 9.428307
• H Acceptors: 10
• H Donor: 10
• LogD (pH = 5.5): -8.612131

PROPERTIES

Physical Property

• Apperance: white solid

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 1759
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 20-35-52/53
• Safety Statements: 9-26-27-28-45-61
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H412
• GHS Precautionary statements: P273-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1759 8/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: >96%
• Compostion: Peptide content, ~55%

DETAILS

Sigma Aldrich - D144

Amino Acid Sequence
Tyr-D-Arg-Phe-Lys-NH2
Biochem/physiol Actions
Highly selective μ opioid receptor agonist.

Sigma Aldrich - D9424

Amino Acid Sequence
Tyr-D-Arg-Phe-Lys-NH2
Biochem/physiol Actions
The most selective μ agonist. May not cross blood-brain barrier.