(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-yl]oxy}oxane-2-carboxylic acid

• ChemBase ID: 126660
• Molecular Formular: C24H29NO9
• Molecular Mass: 475.48836
• Monoisotopic Mass: 475.18423151
• SMILES: O=C(O)[C@H]1O[C@@H](O[C@H]2C=C[C@@H]3[C@@]45c6c(ccc(OC)c6O[C@@H]24)C[C@H]3N(C)CC5)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4C=C[C@@H]1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)C
• InChI: InChI=1S/C24H29NO9/c1-25-8-7-24-11-4-6-14(32-23-18(28)16(26)17(27)20(34-23)22(29)30)21(24)33-19-13(31-2)5-3-10(15(19)24)9-12(11)25/h3-6,11-12,14,16-18,20-21,23,26-28H,7-9H2,1-2H3,(H,29,30)/t11-,12+,14-,16-,17-,18+,20-,21-,23+,24-/m0/s1
• InChIKey: CRWVOYRJXPDBPM-HSCJLHHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-14-yl]oxy}oxane-2-carboxylic acid
• IUPAC Traditional name: codeine-6-glucuronide
• Synonyms: Codeine-6-glucuronide

Database IDs

• PubChem SID: 162220990
• PubChem CID: 5489029
• Chemspider ID: 4590054
• Wikipedia Title: Codeine-6-glucuronide

CALCULATED PROPERTIES

• Acid pKa: 2.8711138
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -2.8392801
• LogD (pH = 7.4): -2.8442082
• Log P: -2.838862
• Molar Refractivity: 116.8854 cm^3
• Polarizability: 46.238598 Å^3
• Polar Surface Area: 138.15 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true