(1S,4S,5S,6R,9S,10R,13R,14R)-6,14-dihydroxy-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• ChemBase ID: 306238
• Molecular Formular: C20H32O4
• Molecular Mass: 336.46568
• Monoisotopic Mass: 336.2300595
• SMILES: C1[C@H]([C@@]([C@@H]2[C@@](C1)([C@H]1[C@]3(CC2)C[C@]([C@@H](CC1)C3)(O)C)C)(C)C(=O)O)O
• Canonical SMILES: OC(=O)[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CC[C@]13[C@H]2CC[C@@H](C1)[C@](C3)(C)O)C
• InChI: InChI=1S/C20H32O4/c1-17-8-7-15(21)19(3,16(22)23)13(17)6-9-20-10-12(4-5-14(17)20)18(2,24)11-20/h12-15,21,24H,4-11H2,1-3H3,(H,22,23)/t12?,13-,14-,15+,17+,18+,19-,20-/m0/s1
• InChIKey: UNPLFQXLBKXFRD-AGCHHNPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5S,6R,9S,10R,13R,14R)-6,14-dihydroxy-5,9,14-trimethyltetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC Traditional name: (1S,4S,5S,6R,9S,10R,13R,14R)-6,14-dihydroxy-5,9,14-trimethyltetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• Synonyms: ent-3β,16β-Dihydroxykauran-19-oic acid

Database IDs

• CAS Number: N

CALCULATED PROPERTIES

• Acid pKa: 4.578696
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.640055
• LogD (pH = 7.4): -0.1348404
• Log P: 2.6094582
• Molar Refractivity: 90.7837 cm^3
• Polarizability: 36.41524 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder