(1S,4S,5R,9R,12S,13R)-12-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid

• ChemBase ID: 305982
• Molecular Formular: C20H28O3
• Molecular Mass: 316.43452
• Monoisotopic Mass: 316.20384476
• SMILES: C1C[C@]([C@@H]2[C@@](C1)(C1=C[C@@H]([C@@H]3C(=C)C[C@]1(CC2)C3)O)C)(C(=O)O)C
• Canonical SMILES: C=C1C[C@@]23C[C@@H]1[C@@H](O)C=C3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)C
• InChI: InChI=1S/C20H28O3/c1-12-10-20-8-5-15-18(2,6-4-7-19(15,3)17(22)23)16(20)9-14(21)13(12)11-20/h9,13-15,21H,1,4-8,10-11H2,2-3H3,(H,22,23)/t13?,14-,15-,18+,19+,20+/m0/s1
• InChIKey: YKLRBAUBANVECM-HAKRHLELSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5R,9R,12S,13R)-12-hydroxy-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,12S,13R)-12-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadec-10-ene-5-carboxylic acid
• Synonyms: 12α-Hydroxygrandiflorenic acid

Database IDs

• CAS Number: 63768-17-2

CALCULATED PROPERTIES

• Acid pKa: 4.6706357
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.3609042
• LogD (pH = 7.4): 0.58309776
• Log P: 3.249394
• Molar Refractivity: 89.6521 cm^3
• Polarizability: 35.295948 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder