(1S,4S,5S,6R,9S,10S,13R)-6-hydroxy-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid

• ChemBase ID: 306253
• Molecular Formular: C20H30O3
• Molecular Mass: 318.4504
• Monoisotopic Mass: 318.21949482
• SMILES: C1[C@H]([C@]([C@@H]2[C@@](C1)([C@H]1[C@@]3(CC2)C[C@H](CC1)C(=C3)C)C)(C(=O)O)C)O
• Canonical SMILES: CC1=C[C@@]23C[C@@H]1CC[C@H]3[C@]1([C@H](CC2)[C@](C)(C(=O)O)[C@@H](CC1)O)C
• InChI: InChI=1S/C20H30O3/c1-12-10-20-9-6-14-18(2,15(20)5-4-13(12)11-20)8-7-16(21)19(14,3)17(22)23/h10,13-16,21H,4-9,11H2,1-3H3,(H,22,23)/t13-,14+,15+,16-,18-,19+,20-/m1/s1
• InChIKey: FOGNCTDMGISOGO-AZFOIECZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5S,6R,9S,10S,13R)-6-hydroxy-5,9,14-trimethyltetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadec-14-ene-5-carboxylic acid
• IUPAC Traditional name: (1S,4S,5S,6R,9S,10S,13R)-6-hydroxy-5,9,14-trimethyltetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadec-14-ene-5-carboxylic acid
• Synonyms: Verbenacine

Database IDs

• CAS Number: 717901-03-6

CALCULATED PROPERTIES

• Acid pKa: 4.667857
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.6281817
• LogD (pH = 7.4): 0.8503983
• Log P: 3.5190861
• Molar Refractivity: 89.9516 cm^3
• Polarizability: 35.538048 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder