(1S,5R,13R,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one hydrochloride

• ChemBase ID: 132262
• Molecular Formular: C17H20ClNO3
• Molecular Mass: 321.7986
• Monoisotopic Mass: 321.11317119
• SMILES: CN1CC[C@]23c4c5ccc(c4O[C@H]2C(=O)CC[C@H]3[C@@H]1C5)O.Cl
• Canonical SMILES: O=C1CC[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@@H]2N(CC3)C)ccc1O.Cl
• InChI: InChI=1S/C17H19NO3.ClH/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18;/h2,4,10-11,16,19H,3,5-8H2,1H3;1H/t10-,11+,16-,17-;/m0./s1
• InChIKey: XHILEZUETWRSHC-NRGUFEMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17R)-10-hydroxy-4-methyl-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 hydrochloride
• IUPAC Traditional name: hydromorphone hydrochloride
• Synonyms: (5α)-4,5-Epoxy-3-hydroxy-17-methyl-morphinan-6-one hydrochloride; Hydromorphone hydrochloride; 氢吗啡酮 盐酸盐

Database IDs

• CAS Number: 71-68-1
• EC Number: 200-762-6
• MDL Number: MFCD03427563
• PubChem SID: 24895673; 162226539
• PubChem CID: 5462347

CALCULATED PROPERTIES

• Acid pKa: 10.107628
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.1500992
• LogD (pH = 7.4): 0.57617587
• Log P: 1.6227497
• Molar Refractivity: 78.2624 cm^3
• Polarizability: 30.4739 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >10 mg/mL

Safety Information

• RTECS: QD2625000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Drug Control: USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

DETAILS

Sigma Aldrich - H5136

Biochem/physiol Actions
Narcotic opiate analgesic; μ opioid receptor agonist.