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

• ChemBase ID: 305731
• Molecular Formular: C20H28O2
• Molecular Mass: 300.43512
• Monoisotopic Mass: 300.20893014
• SMILES: C1C[C@]([C@@H]2[C@@](C1)(C1=CC[C@@H]3C(=C)C[C@]1(CC2)C3)C)(C(=O)O)C
• Canonical SMILES: C=C1C[C@@]23C[C@@H]1CC=C3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)C
• InChI: InChI=1S/C20H28O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h6,14-15H,1,4-5,7-12H2,2-3H3,(H,21,22)/t14?,15-,18+,19+,20+/m0/s1
• InChIKey: RJIPNPHMQGDUBW-XCDFPOGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5R,9R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadec-10-ene-5-carboxylic acid
• IUPAC Traditional name: (1S,4S,5R,9R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadec-10-ene-5-carboxylic acid
• Synonyms: Grandiflorenic acid

Database IDs

• CAS Number: 22338-67-6

CALCULATED PROPERTIES

• Acid pKa: 4.8045015
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.6276271
• LogD (pH = 7.4): 1.85348
• Log P: 4.4022512
• Molar Refractivity: 88.2136 cm^3
• Polarizability: 34.680325 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder