(1S,4aS,10aR)-7-hydroxy-1,4a-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

• ChemBase ID: 306188
• Molecular Formular: C20H28O3
• Molecular Mass: 316.43452
• Monoisotopic Mass: 316.20384476
• SMILES: C1C[C@@]([C@H]2[C@](C1)(c1c(CC2)c(c(cc1)O)C(C)C)C)(C(=O)O)C
• Canonical SMILES: OC(=O)[C@@]1(C)CCC[C@]2([C@H]1CCc1c2ccc(c1C(C)C)O)C
• InChI: InChI=1S/C20H28O3/c1-12(2)17-13-6-9-16-19(3,14(13)7-8-15(17)21)10-5-11-20(16,4)18(22)23/h7-8,12,16,21H,5-6,9-11H2,1-4H3,(H,22,23)/t16-,19-,20+/m1/s1
• InChIKey: ODFSGGBGOKCJFA-AHRSYUTCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aS,10aR)-7-hydroxy-1,4a-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid
• IUPAC Traditional name: (1S,4aS,10aR)-7-hydroxy-8-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
• Synonyms: 4β-Carboxy-19-nortotarol

Database IDs

• CAS Number: 55102-39-1

CALCULATED PROPERTIES

• Acid pKa: 4.6049786
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.499118
• LogD (pH = 7.4): 2.7220292
• Log P: 5.4451995
• Molar Refractivity: 91.4249 cm^3
• Polarizability: 35.60695 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder