(1S,5R,13R,17S)-4-(cyclopropylmethyl)-17-hydroxy-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18)-trien-14-one hydrochloride

• ChemBase ID: 132085
• Molecular Formular: C21H26ClNO4
• Molecular Mass: 391.88844
• Monoisotopic Mass: 391.155036
• SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@@H](C2)[C@@]4(CCC1=O)O)CC1CC1.Cl
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@@H](C2)[C@]4(O)CCC1=O)CC1CC1.Cl
• InChI: InChI=1S/C21H25NO4.ClH/c1-25-15-5-4-13-10-16-21(24)7-6-14(23)19-20(21,17(13)18(15)26-19)8-9-22(16)11-12-2-3-12;/h4-5,12,16,19,24H,2-3,6-11H2,1H3;1H/t16-,19+,20+,21-;/m1./s1
• InChIKey: BWFKBOSEDNYSHX-OPHZJPRHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17S)-4-(cyclopropylmethyl)-17-hydroxy-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18)-trien-14-one hydrochloride
• IUPAC Traditional name: (1S,5R,13R,17S)-4-(cyclopropylmethyl)-17-hydroxy-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18)-trien-14-one hydrochloride
• Synonyms: 3-Methoxynaltrexone hydrochloride

Database IDs

• MDL Number: MFCD01530048
• PubChem SID: 162226362
• PubChem CID: 45055354

CALCULATED PROPERTIES

• Acid pKa: 13.562589
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.3415529
• LogD (pH = 7.4): 0.28866398
• Log P: 1.8154427
• Molar Refractivity: 95.9838 cm^3
• Polarizability: 37.80974 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble22 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - M231

Caution
Photosensitive
Biochem/physiol Actions
Putative antagonist at a novel opioid receptor that binds morphine-6-β-glucuronide; blocks endomorphin-2-induced antinociception.