(1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one dihydrate hydrochloride

• ChemBase ID: 156101
• Molecular Formular: C19H26ClNO6
• Molecular Mass: 399.86584
• Monoisotopic Mass: 399.14486524
• SMILES: C=CCN1CC[C@]23c4c5ccc(c4O[C@H]2C(=O)CC[C@]3([C@H]1C5)O)O.O.O.Cl
• Canonical SMILES: C=CCN1CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2C(=O)CC4)c(cc1)O)O.O.O.Cl
• InChI: InChI=1S/C19H21NO4.ClH.2H2O/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;2*1H2/t14-,17+,18+,19-;;;/m1.../s1
• InChIKey: TXMZWEASFRBVKY-IOQDSZRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-trien-14-one dihydrate hydrochloride
• IUPAC Traditional name: naloxone dihydrate hydrochloride
• Synonyms: Naloxone hydrochloride dihydrate

Database IDs

• CAS Number: 51481-60-8
• EC Number: 201-447-6
• MDL Number: MFCD00150901
• Beilstein Number: 6260807
• PubChem SID: 162250239
• PubChem CID: 20112022

CALCULATED PROPERTIES

• Acid pKa: 10.066371
• 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

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H413
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C19H21NO4 · HCl · 2H2O

DETAILS

Sigma Aldrich - 70127

Application
Displaces morphine and other opiate agonists from the opiate receptor. In studies on the opiate receptor1,2
Other Notes
Potent opiate antagonist.