(1S,5R,13R)-14-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18),14,16-pentaen-10-ol

• ChemBase ID: 128742
• Molecular Formular: C18H19NO3
• Molecular Mass: 297.34836
• Monoisotopic Mass: 297.13649347
• SMILES: Oc1ccc2c3c1O[C@H]1C(=CC=C4[C@H](N(CC[C@]314)C)C2)OC
• Canonical SMILES: COC1=CC=C2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
• InChI: InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3/t12-,17+,18+/m1/s1
• InChIKey: ZKLXUUYLEHCAMF-UUWFMWQGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R)-14-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18),14,16-pentaen-10-ol
• IUPAC Traditional name: oripavine
• Synonyms: 3-O-demethyl-thebaine; Oripavine

Database IDs

• CAS Number: 467-04-9
• EC Number: 207-385-6
• PubChem SID: 162223048
• PubChem CID: 5462306
• ATC CODE: N02A
• CHEMBL: 437602
• Chemspider ID: 4575366
• KEGG ID: C06175
• MeSH Name: Oripavine
• Wikipedia Title: Oripavine

CALCULATED PROPERTIES

• Acid pKa: 7.355888
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.2941672
• LogD (pH = 7.4): 0.21905935
• Log P: 0.4847039
• Molar Refractivity: 86.1774 cm^3
• Polarizability: 32.445 Å^3
• Polar Surface Area: 41.93 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: SC
• Legal Status: Schedule II (US)