(1R,4aR,5S,8aR)-1,4a-dimethyl-5-[(2E)-3-methyl-4-oxobut-2-en-1-yl]-6-methylidene-decahydronaphthalene-1-carboxylic acid

• ChemBase ID: 305397
• Molecular Formular: C19H28O3
• Molecular Mass: 304.42382
• Monoisotopic Mass: 304.20384476
• SMILES: C1C[C@@]([C@H]2[C@](C1)([C@H](C(=C)CC2)C/C=C(/C=O)\C)C)(C)C(=O)O
• Canonical SMILES: O=C/C(=C/C[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@@]2(C)C(=O)O)/C
• InChI: InChI=1S/C19H28O3/c1-13(12-20)6-8-15-14(2)7-9-16-18(15,3)10-5-11-19(16,4)17(21)22/h6,12,15-16H,2,5,7-11H2,1,3-4H3,(H,21,22)/b13-6+/t15-,16+,18+,19+/m0/s1
• InChIKey: NBGCWDAYASHSEK-YDZYAZLNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4aR,5S,8aR)-1,4a-dimethyl-5-[(2E)-3-methyl-4-oxobut-2-en-1-yl]-6-methylidene-decahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (1R,4aR,5S,8aR)-1,4a-dimethyl-5-[(2E)-3-methyl-4-oxobut-2-en-1-yl]-6-methylidene-hexahydro-2H-naphthalene-1-carboxylic acid
• Synonyms: 15-Nor-14-oxolabda-8(17),12-dien-18-oic acid

Database IDs

• CAS Number: 1039673-32-9

CALCULATED PROPERTIES

• Acid pKa: 4.7565565
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.4054706
• LogD (pH = 7.4): 1.6289347
• Log P: 4.220282
• Molar Refractivity: 88.1871 cm^3
• Polarizability: 34.36433 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder