(1R,4aR,4bS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene-1-carboxylic acid

• ChemBase ID: 128058
• Molecular Formular: C20H30O2
• Molecular Mass: 302.451
• Monoisotopic Mass: 302.2245802
• SMILES: O=C(O)[C@]1([C@@H]2CCC3=CC(=CC[C@@H]3[C@@]2(C)CCC1)C(C)C)C
• Canonical SMILES: CC(C1=CC[C@H]2C(=C1)CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)O)C
• InChI: InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,12-13,16-17H,5,7-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1
• InChIKey: RWWVEQKPFPXLGL-ONCXSQPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4aR,4bS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene-1-carboxylic acid
• IUPAC Traditional name: levopimaric acid
• Synonyms: 13-isopropylpodocarpa-8(14),12-dien-15-oic acid; D6,8(14)-abietadienoic acid; l-pimaric acid; β-pimaric acid; l-sapietic acid; Levopimaric acid

Database IDs

• CAS Number: 79-54-9
• PubChem SID: 162222374
• PubChem CID: 221062; 25201105
• Chemspider ID: 191771
• Wikipedia Title: Levopimaric_acid

CALCULATED PROPERTIES

• Acid pKa: 4.589961
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.9931822
• LogD (pH = 7.4): 2.217692
• Log P: 4.952565
• Molar Refractivity: 91.2142 cm^3
• Polarizability: 35.413227 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Practically insoluble in water
• Apperance: Orthorhombic crystals
• Melting Point: 150 °C