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

• ChemBase ID: 304978
• Molecular Formular: C20H28O4
• Molecular Mass: 332.43392
• Monoisotopic Mass: 332.19875938
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@]1([C@]3(CC2)C(=O)C(=C)[C@@H](CC1)C3)O)C)(C(=O)O)C
• Canonical SMILES: C=C1[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/C20H28O4/c1-12-13-5-10-20(24)18(3)8-4-7-17(2,16(22)23)14(18)6-9-19(20,11-13)15(12)21/h13-14,24H,1,4-11H2,2-3H3,(H,22,23)/t13?,14-,17-,18-,19+,20-/m1/s1
• InChIKey: AURKCYFYZBQUIZ-FYGCSPHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4S,5R,9R,10R)-10-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC Traditional name: (1R,4S,5R,9R,10R)-10-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• Synonyms: ent-9-Hydroxy-15-oxokaur-16-en-19-oic acid

Database IDs

• CAS Number: 77658-39-0

CALCULATED PROPERTIES

• Acid pKa: 4.500311
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.6092598
• LogD (pH = 7.4): 0.8403595
• Log P: 3.6490896
• Molar Refractivity: 89.4827 cm^3
• Polarizability: 35.6267 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 98.5