(1S,3R,4S,5R,9R,10R,14R)-3,10-dihydroxy-5,9,14-trimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• ChemBase ID: 304847
• Molecular Formular: C20H30O5
• Molecular Mass: 350.4492
• Monoisotopic Mass: 350.20932406
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@]1([C@]3(C[C@H]2O)C(=O)[C@@H](C(CC1)C3)C)O)C)(C(=O)O)C
• Canonical SMILES: C[C@@H]1C2CC[C@@]3([C@](C1=O)(C2)C[C@@H](O)[C@H]1[C@@]3(C)CCC[C@@]1(C)C(=O)O)O
• InChI: InChI=1S/C20H30O5/c1-11-12-5-8-20(25)18(3)7-4-6-17(2,16(23)24)14(18)13(21)10-19(20,9-12)15(11)22/h11-14,21,25H,4-10H2,1-3H3,(H,23,24)/t11-,12?,13-,14-,17-,18-,19-,20-/m1/s1
• InChIKey: JSIHLPUZVXXTHU-RXIVPFLPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,4S,5R,9R,10R,14R)-3,10-dihydroxy-5,9,14-trimethyl-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC Traditional name: (1S,3R,4S,5R,9R,10R,14R)-3,10-dihydroxy-5,9,14-trimethyl-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• Synonyms: Pterisolic acid D

Database IDs

• CAS Number: 1401419-88-2

CALCULATED PROPERTIES

• Acid pKa: 4.4243393
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.3228334
• LogD (pH = 7.4): -0.43711764
• Log P: 2.4320033
• Molar Refractivity: 91.2718 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: Cryst.

Product Information

• Purity: 96.0