4-[(1S,2S,5S)-5-(hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol

• ChemBase ID: 4739
• Molecular Formular: C16H20O3
• Molecular Mass: 260.3282
• Monoisotopic Mass: 260.1412445
• SMILES: C1[C@H]2C(=CC[C@]1(CO)CO[C@H]2c1ccc(O)cc1)C
• Canonical SMILES: OC[C@]12CO[C@H]([C@@H](C2)C(=CC1)C)c1ccc(cc1)O
• InChI: InChI=1S/C16H20O3/c1-11-6-7-16(9-17)8-14(11)15(19-10-16)12-2-4-13(18)5-3-12/h2-6,14-15,17-18H,7-10H2,1H3/t14-,15+,16-/m0/s1
• InChIKey: XXIFNRNIQJKFLP-XHSDSOJGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S,2S,5S)-5-(hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
• IUPAC Traditional name: 4-[(1S,2S,5S)-5-(hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
• Synonyms: 4-[(1S,2S,5S)-5-(HYDROXYMETHYL)-8-METHYL-3-OXABICYCLO[3.3.1]NON-7-EN-2-YL]PHENOL

Database IDs

• PubChem SID: 160968171; 99443557
• PubChem CID: 6852154

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.471971
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1450021
• LogD (pH = 7.4): 2.1414053
• Log P: 2.1450481
• Molar Refractivity: 74.7316 cm^3
• Polarizability: 28.95279 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.04
• LOG S: -3.36
• Solubility (Water): 1.13e-01 g/l

DETAILS

DrugBank - DB07086

Drug information: experimental