(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(9R)-3-hydroxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,13,15-hexaen-4-yl]oxy}oxane-2-carboxylic acid

• ChemBase ID: 160760
• Molecular Formular: C23H25NO8
• Molecular Mass: 443.4465
• Monoisotopic Mass: 443.15801677
• SMILES: c1(ccc2c(c1O)c1c3[C@@H](C2)N(CCc3ccc1)C)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: CN1CCc2c3[C@H]1Cc1ccc(c(c1c3ccc2)O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C23H25NO8/c1-24-8-7-10-3-2-4-12-15(10)13(24)9-11-5-6-14(17(25)16(11)12)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h2-6,13,18-21,23,25-28H,7-9H2,1H3,(H,29,30)/t13-,18+,19+,20-,21+,23-/m1/s1
• InChIKey: PMDWDAGKJPXGPP-PBKSRAKCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(9R)-3-hydroxy-10-methyl-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,13,15-hexaen-4-yl]oxy}oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(9R)-3-hydroxy-10-methyl-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,13,15-hexaen-4-yl]oxy}oxane-2-carboxylic acid
• Synonyms: (6aR)-5,6,6a,7-Tetrahydro-6-methyl-4H-dibenzo[de,g]quinoline-10,11-diol 10-β-D-Glucuronide; (R)-Apomorphine β-D-Glucuronide

Database IDs

• PubChem SID: 162254895
• PubChem CID: 71313469

CALCULATED PROPERTIES

• Acid pKa: 2.9267173
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -1.5841111
• LogD (pH = 7.4): -1.7068987
• Log P: -1.5848647
• Molar Refractivity: 111.9999 cm^3
• Polarizability: 45.10593 Å^3
• Polar Surface Area: 139.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A727510

A metabolite of (R)-Apomorphine (A727500).