6-({5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-13-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 106134
• Molecular Formular: C24H32O9
• Molecular Mass: 464.50548
• Monoisotopic Mass: 464.2046326
• SMILES: CC12CCC3C(CCc4cc(O)ccc34)C1CC(OC1OC(C(O)C(O)C1O)C(=O)O)C2O
• Canonical SMILES: OC(=O)C1OC(OC2CC3C(C2O)(C)CCC2C3CCc3c2ccc(c3)O)C(C(C1O)O)O
• InChI: InChI=1S/C24H32O9/c1-24-7-6-13-12-5-3-11(25)8-10(12)2-4-14(13)15(24)9-16(21(24)29)32-23-19(28)17(26)18(27)20(33-23)22(30)31/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)
• InChIKey: FQYGGFDZJFIDPU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-({5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-13-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: 6-({5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-13-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: ESTRIOL 16 α-(β-D-GLUCURONIDE)

Database IDs

• CAS Number: 1852-50-2
• PubChem SID: 162087283
• PubChem CID: 261506

CALCULATED PROPERTIES

• Acid pKa: 3.4572768
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -0.81267804
• LogD (pH = 7.4): -2.1681907
• Log P: 1.2200366
• Molar Refractivity: 113.5469 cm^3
• Polarizability: 45.549683 Å^3
• Polar Surface Area: 156.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02199388

(1,3,5(10)-Estratriene-3, 16 α, 17 β-triol 16-glucronide; 3, 16 α, 17 β-trihydroxy-1,3,5(10)-estratriene 16-glucoronide)