methyl (1S,5R,9R,13R,18R)-5,9-dimethyl-14,17-dioxo-20-(propan-2-yl)pentacyclo[10.6.2.01,10.04,9.013,18]icos-19-ene-5-carboxylate

• ChemBase ID: 189193
• Molecular Formular: C27H38O4
• Molecular Mass: 426.58822
• Monoisotopic Mass: 426.2770097
• SMILES: [C@]123C([C@@]4(C([C@](C(=O)OC)(CCC4)C)CC3)C)CC(C(=C2)C(C)C)[C@@H]2[C@H]1C(=O)CCC2=O
• Canonical SMILES: COC(=O)[C@]1(C)CCC[C@]2(C1CC[C@@]13C2CC(C(=C1)C(C)C)[C@@H]1[C@H]3C(=O)CCC1=O)C
• InChI: InChI=1S/C27H38O4/c1-15(2)17-14-27-12-9-20-25(3,10-6-11-26(20,4)24(30)31-5)21(27)13-16(17)22-18(28)7-8-19(29)23(22)27/h14-16,20-23H,6-13H2,1-5H3/t16?,20?,21?,22-,23+,25-,26+,27-/m0/s1
• InChIKey: DCGMIQMNIOQACA-DOYWOOQFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,5R,9R,13R,18R)-5,9-dimethyl-14,17-dioxo-20-(propan-2-yl)pentacyclo[10.6.2.0^1,^1^0.0^4,^9.0^1^3,^1^8]icos-19-ene-5-carboxylate
• IUPAC Traditional name: methyl (1S,5R,9R,13R,18R)-20-isopropyl-5,9-dimethyl-14,17-dioxopentacyclo[10.6.2.0^1,^1^0.0^4,^9.0^1^3,^1^8]icos-19-ene-5-carboxylate

Database IDs

• PubChem SID: 164245103
• PubChem CID: 16397270

CALCULATED PROPERTIES

• Acid pKa: 17.07509
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.7803273
• LogD (pH = 7.4): 4.7803273
• Log P: 4.7803273
• Molar Refractivity: 120.1864 cm^3
• Polarizability: 47.48173 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds