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

• ChemBase ID: 304869
• Molecular Formular: C20H30O6
• Molecular Mass: 366.4486
• Monoisotopic Mass: 366.20423868
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@]1([C@]3(CC2)C(=O)[C@]([C@@H](CC1)C3)(CO)O)O)C)(C(=O)O)C
• Canonical SMILES: OC[C@@]1(O)[C@H]2CC[C@@]3([C@](C1=O)(C2)CC[C@H]1[C@@]3(C)CCC[C@@]1(C)C(=O)O)O
• InChI: InChI=1S/C20H30O6/c1-16(15(23)24)6-3-7-17(2)13(16)5-8-18-10-12(4-9-20(17,18)26)19(25,11-21)14(18)22/h12-13,21,25-26H,3-11H2,1-2H3,(H,23,24)/t12?,13-,16-,17-,18+,19-,20-/m1/s1
• InChIKey: DEXISWHCLDQHNE-CGDFIETPSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1401419-90-6

CALCULATED PROPERTIES

• Acid pKa: 4.2846594
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.5516097
• LogD (pH = 7.4): -1.1835927
• Log P: 1.7905256
• Molar Refractivity: 92.777 cm^3
• Polarizability: 37.18 Å^3
• Polar Surface Area: 115.06 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder