(1R,4S,5R,9R,10R,12R,14R)-10,12-dihydroxy-5,9,14-trimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• ChemBase ID: 304903
• Molecular Formular: C20H30O5
• Molecular Mass: 350.4492
• Monoisotopic Mass: 350.20932406
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@]1([C@]3(CC2)C(=O)[C@@H]([C@@H]([C@@H](C1)O)C3)C)O)C)(C(=O)O)C
• Canonical SMILES: O[C@@H]1C[C@]2(O)[C@]3(C[C@H]1[C@@H](C)C3=O)CC[C@H]1[C@@]2(C)CCC[C@@]1(C)C(=O)O
• InChI: InChI=1S/C20H30O5/c1-11-12-9-19(15(11)22)8-5-14-17(2,16(23)24)6-4-7-18(14,3)20(19,25)10-13(12)21/h11-14,21,25H,4-10H2,1-3H3,(H,23,24)/t11-,12?,13-,14-,17-,18-,19+,20-/m1/s1
• InChIKey: IZIVAPRKBMMUKE-AFXOWKGDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4S,5R,9R,10R,12R,14R)-10,12-dihydroxy-5,9,14-trimethyl-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC Traditional name: (1R,4S,5R,9R,10R,12R,14R)-10,12-dihydroxy-5,9,14-trimethyl-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• Synonyms: Pterisolic acid E

Database IDs

• CAS Number: 1401419-89-3

CALCULATED PROPERTIES

• Acid pKa: 4.425644
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.2512385
• LogD (pH = 7.4): -0.50889283
• Log P: 2.3592093
• Molar Refractivity: 91.2282 cm^3
• Polarizability: 36.520473 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder