(4R,5R,6R)-tetracyclo[8.8.0.0^{2,7}.0^{13,18}]octadeca-1,7,9,11,13,15,17-heptaene-4,5,6-triol

• ChemBase ID: 5123
• Molecular Formular: C18H16O3
• Molecular Mass: 280.31784
• Monoisotopic Mass: 280.10994437
• SMILES: C1[C@@H](O)[C@@H](O)[C@H](O)c2ccc3ccc4ccccc4c3c12
• Canonical SMILES: O[C@@H]1Cc2c([C@H]([C@@H]1O)O)ccc1c2c2ccccc2cc1
• InChI: InChI=1S/C18H16O3/c19-15-9-14-13(17(20)18(15)21)8-7-11-6-5-10-3-1-2-4-12(10)16(11)14/h1-8,15,17-21H,9H2/t15-,17-,18-/m1/s1
• InChIKey: WCUHTHVUZQCBTI-KBAYOESNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5R,6R)-tetracyclo[8.8.0.0^{2,7}.0^{13,18}]octadeca-1,7,9,11,13,15,17-heptaene-4,5,6-triol
• IUPAC Traditional name: (4R,5R,6R)-tetracyclo[8.8.0.0^{2,7}.0^{13,18}]octadeca-1,7,9,11,13,15,17-heptaene-4,5,6-triol
• Synonyms: (1S)-1,2,3,4-TETRAHYDRO-BENZO[C]PHENANTHRENE-2,3,4-TRIOL

Database IDs

• PubChem SID: 99443950; 160968553
• PubChem CID: 5287834

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.875923
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.0238352
• LogD (pH = 7.4): 2.0238338
• Log P: 2.0238352
• Molar Refractivity: 80.6791 cm^3
• Polarizability: 33.817787 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.95
• LOG S: -3.62
• Solubility (Water): 6.74e-02 g/l

DETAILS

DrugBank - DB07479

Drug information: experimental