10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18)-trien-14-one hydrochloride

• ChemBase ID: 105445
• Molecular Formular: C19H22ClNO4
• Molecular Mass: 363.83528
• Monoisotopic Mass: 363.12373587
• SMILES: Cl.Oc1ccc2CC3N(CCC45C(Oc1c24)C(=O)CCC35O)CC=C
• Canonical SMILES: C=CCN1CCC23C4(C1Cc1c3c(OC2C(=O)CC4)c(cc1)O)O.Cl
• InChI: InChI=1S/C19H21NO4.ClH/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11;/h2-4,14,17,21,23H,1,5-10H2;1H
• InChIKey: RGPDIGOSVORSAK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18)-trien-14-one hydrochloride
• IUPAC Traditional name: 10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18)-trien-14-one hydrochloride
• Synonyms: Narcan; EN-1530; NALOXONE HYDROCHLORIDE

Database IDs

• CAS Number: 357-08-4
• EC Number: 206-611-0
• PubChem SID: 162092345
• PubChem CID: 18703312

CALCULATED PROPERTIES

• Acid pKa: 7.2696667
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.6951441
• LogD (pH = 7.4): 1.0430377
• Log P: 1.6202211
• Molar Refractivity: 88.7222 cm^3
• Polarizability: 34.542297 Å^3
• Polar Surface Area: 70.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 200-205°C

Safety Information

• Storage Condition: 2-8°C, Desiccate
• RTECS: QD2275000
• European Hazard Symbols: Harmful (Xn)
• Risk Statements: R:22
• Safety Statements: S:36/37/39

DETAILS

MP Biomedicals - 02190245

Hydrochloride
Crystalline
A specific opiate antagonist.