2-amino-3-(4-hydroxy-3,5-diiodophenyl)-N-(1-{[({1-[(2-hydroxyethyl)carbamoyl]-2-phenylethyl}(methyl)carbamoyl)methyl]carbamoyl}ethyl)propanamide

• ChemBase ID: 134235
• Molecular Formular: C26H33I2N5O6
• Molecular Mass: 765.37906
• Monoisotopic Mass: 765.0520298
• SMILES: CC(C(=O)NCC(=O)N(C)C(Cc1ccccc1)C(=O)NCCO)NC(=O)C(Cc1cc(c(c(c1)I)O)I)N
• Canonical SMILES: OCCNC(=O)C(N(C(=O)CNC(=O)C(NC(=O)C(Cc1cc(I)c(c(c1)I)O)N)C)C)Cc1ccccc1
• InChI: InChI=1S/C26H33I2N5O6/c1-15(32-25(38)20(29)12-17-10-18(27)23(36)19(28)11-17)24(37)31-14-22(35)33(2)21(26(39)30-8-9-34)13-16-6-4-3-5-7-16/h3-7,10-11,15,20-21,34,36H,8-9,12-14,29H2,1-2H3,(H,30,39)(H,31,37)(H,32,38)
• InChIKey: HVAFERGAOGMJBF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(4-hydroxy-3,5-diiodophenyl)-N-(1-{[({1-[(2-hydroxyethyl)carbamoyl]-2-phenylethyl}(methyl)carbamoyl)methyl]carbamoyl}ethyl)propanamide
• IUPAC Traditional name: 2-amino-3-(4-hydroxy-3,5-diiodophenyl)-N-(1-{[({1-[(2-hydroxyethyl)carbamoyl]-2-phenylethyl}(methyl)carbamoyl)methyl]carbamoyl}ethyl)propanamide
• Synonyms: 3,5-Diiodo-Tyr-D-Ala-Gly-N-Methyl-Phe-Gly-ol; [3,5-Diodo-Tyr1]-DAGO; [3,5-diI-Tyr1, D-Ala2, N-Me-Phe4, Gly5-ol]-Enkephalin

Database IDs

• CAS Number: 103213-42-9
• MDL Number: MFCD00132952
• PubChem SID: 24894689; 162228512
• PubChem CID: 4293822

CALCULATED PROPERTIES

• Acid pKa: 7.119264
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -0.96437865
• LogD (pH = 7.4): 0.34927082
• Log P: 0.23312248
• Molar Refractivity: 163.7474 cm^3
• Polarizability: 63.816097 Å^3
• Polar Surface Area: 174.09 Å^2
• Rotatable Bonds: 13
• 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)

DETAILS

Sigma Aldrich - E9134

Biochem/physiol Actions
Selective μ opioid receptor agonist that can be tritiated for receptor binding studies.