(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({5-methyl-2,5-diazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(15),8(13),9,11,16,18-hexaen-11-yl}oxy)oxane-2-carboxylic acid

• ChemBase ID: 170922
• Molecular Formular: C24H28N2O7
• Molecular Mass: 456.48832
• Monoisotopic Mass: 456.18965125
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)O)Oc1ccc2C3N(c4c(Cc2c1)cccc4)CCN(C3)C)O)O)O
• Canonical SMILES: CN1CCN2C(C1)c1ccc(cc1Cc1c2cccc1)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C24H28N2O7/c1-25-8-9-26-17-5-3-2-4-13(17)10-14-11-15(6-7-16(14)18(26)12-25)32-24-21(29)19(27)20(28)22(33-24)23(30)31/h2-7,11,18-22,24,27-29H,8-10,12H2,1H3,(H,30,31)/t18?,19-,20-,21+,22-,24+/m0/s1
• InChIKey: ITNHGSGVULVUQW-JZOWGYKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({5-methyl-2,5-diazatetracyclo[13.4.0.0^2,^7.0^8,^1^3]nonadeca-1(15),8(13),9,11,16,18-hexaen-11-yl}oxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({5-methyl-2,5-diazatetracyclo[13.4.0.0^2,^7.0^8,^1^3]nonadeca-1(15),8(13),9,11,16,18-hexaen-11-yl}oxy)oxane-2-carboxylic acid
• Synonyms: 1,2,3,4,10,14b-Hexahydro-2-methyldibenzo[c,f]pyrazino[1,2-a]azepin-8-yl β-D-Glucopyranosiduronic Acid; 8-Hydroxy Mianserin β-D-Glucuronide

Database IDs

• CAS Number: 140695-49-4
• PubChem SID: 164226832
• PubChem CID: 71749185

CALCULATED PROPERTIES

• Acid pKa: 2.9679992
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -1.1356889
• LogD (pH = 7.4): -1.6297381
• Log P: -1.1246433
• Molar Refractivity: 118.4914 cm^3
• Polarizability: 46.2268 Å^3
• Polar Surface Area: 122.93 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948405

A metabolite of Mianserin.

REFERENCES

• Sandker, G. W., et al.: Xenobiotica, 24, 143 (1994)