(1R,3S,4S,5R,9R,13S)-3,13-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid

• ChemBase ID: 304943
• Molecular Formular: C20H26O5
• Molecular Mass: 346.41744
• Monoisotopic Mass: 346.17802393
• SMILES: C1C[C@]([C@@H]2[C@@](C1)(C1=CC[C@]3(C(=C)C(=O)[C@]1(C[C@@H]2O)C3)O)C)(C(=O)O)C
• Canonical SMILES: O[C@H]1C[C@]23C[C@@](C(=C)C2=O)(O)CC=C3[C@]2([C@H]1[C@@](C)(CCC2)C(=O)O)C
• InChI: InChI=1S/C20H26O5/c1-11-15(22)19-9-12(21)14-17(2,6-4-7-18(14,3)16(23)24)13(19)5-8-20(11,25)10-19/h5,12,14,21,25H,1,4,6-10H2,2-3H3,(H,23,24)/t12-,14-,17-,18+,19+,20-/m0/s1
• InChIKey: QHDAFFWLZDOSSY-ZQWMEVDHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,4S,5R,9R,13S)-3,13-dihydroxy-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,3S,4S,5R,9R,13S)-3,13-dihydroxy-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 A

Database IDs

• CAS Number: 1401419-85-9

CALCULATED PROPERTIES

• Acid pKa: 4.3619623
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.6120524
• LogD (pH = 7.4): -1.1381924
• Log P: 1.7788377
• Molar Refractivity: 92.0792 cm^3
• Polarizability: 36.027203 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 98.0