(4aR,5S,6R,8aR)-5,6,8a-trimethyl-5-[2-(2-oxo-2,5-dihydro-1H-pyrrol-3-yl)ethyl]-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylic acid

• ChemBase ID: 304535
• Molecular Formular: C20H29NO3
• Molecular Mass: 331.44916
• Monoisotopic Mass: 331.21474379
• SMILES: C1C=C([C@]2([C@H](C1)[C@]([C@@H](CC2)C)(CCC1=CCNC1=O)C)C)C(=O)O
• Canonical SMILES: O=C1NCC=C1CC[C@@]1(C)[C@H](C)CC[C@@]2([C@@H]1CCC=C2C(=O)O)C
• InChI: InChI=1S/C20H29NO3/c1-13-7-10-20(3)15(18(23)24)5-4-6-16(20)19(13,2)11-8-14-9-12-21-17(14)22/h5,9,13,16H,4,6-8,10-12H2,1-3H3,(H,21,22)(H,23,24)/t13-,16-,19+,20+/m1/s1
• InChIKey: SMVIBINEORXRIL-MPRPZVOOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,5S,6R,8aR)-5,6,8a-trimethyl-5-[2-(2-oxo-2,5-dihydro-1H-pyrrol-3-yl)ethyl]-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (4aR,5S,6R,8aR)-5,6,8a-trimethyl-5-[2-(2-oxo-1,5-dihydropyrrol-3-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• Synonyms: Echinophyllin C

Database IDs

• CAS Number: 310433-44-4

CALCULATED PROPERTIES

• Acid pKa: 4.6786118
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5385022
• LogD (pH = 7.4): 0.760652
• Log P: 3.4200726
• Molar Refractivity: 95.0183 cm^3
• Polarizability: 36.615788 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder