(1R,4S,5R,9R,13S)-13-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid

• ChemBase ID: 304824
• Molecular Formular: C20H26O4
• Molecular Mass: 330.41804
• Monoisotopic Mass: 330.18310931
• SMILES: C1C[C@]([C@@H]2[C@@](C1)(C1=CC[C@]3(C(=C)C(=O)[C@]1(CC2)C3)O)C)(C(=O)O)C
• Canonical SMILES: O=C1C(=C)[C@]2(C[C@]31CC[C@H]1[C@@](C3=CC2)(C)CCC[C@@]1(C)C(=O)O)O
• InChI: InChI=1S/C20H26O4/c1-12-15(21)19-9-5-13-17(2,7-4-8-18(13,3)16(22)23)14(19)6-10-20(12,24)11-19/h6,13,24H,1,4-5,7-11H2,2-3H3,(H,22,23)/t13-,17+,18+,19+,20-/m0/s1
• InChIKey: MOEGAVNUGPZNDZ-OBHGLWADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4S,5R,9R,13S)-13-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadec-10-ene-5-carboxylic acid
• IUPAC Traditional name: (1R,4S,5R,9R,13S)-13-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadec-10-ene-5-carboxylic acid
• Synonyms: Pterisolic acid C

Database IDs

• CAS Number: 1401419-87-1

CALCULATED PROPERTIES

• Acid pKa: 4.4680076
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.0184095
• LogD (pH = 7.4): 0.2529332
• Log P: 3.0876026
• Molar Refractivity: 90.4867 cm^3
• Polarizability: 35.382076 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder