methyl (1S,5R,9R)-5,9-dimethyl-14,17-dioxo-20-(propan-2-yl)pentacyclo[10.6.2.01,10.04,9.013,18]icosa-15,19-diene-5-carboxylate

• ChemBase ID: 188617
• Molecular Formular: C27H36O4
• Molecular Mass: 424.57234
• Monoisotopic Mass: 424.26135963
• SMILES: [C@]123C([C@@]4(C([C@](C(=O)OC)(CCC4)C)CC3)C)CC(C(=C2)C(C)C)C2C1C(=O)C=CC2=O
• Canonical SMILES: COC(=O)[C@]1(C)CCC[C@]2(C1CC[C@@]13C2CC(C(=C1)C(C)C)C1C3C(=O)C=CC1=O)C
• InChI: InChI=1S/C27H36O4/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/h7-8,14-16,20-23H,6,9-13H2,1-5H3/t16?,20?,21?,22?,23?,25-,26+,27-/m0/s1
• InChIKey: UOJAWWVICMBLAC-BLQJCGCSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,5R,9R)-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]icosa-15,19-diene-5-carboxylate
• IUPAC Traditional name: methyl (1S,5R,9R)-20-isopropyl-5,9-dimethyl-14,17-dioxopentacyclo[10.6.2.0^1,^1^0.0^4,^9.0^1^3,^1^8]icosa-15,19-diene-5-carboxylate

Database IDs

• PubChem SID: 164244527
• PubChem CID: 16397150

CALCULATED PROPERTIES

• Acid pKa: 18.689434
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.137896
• LogD (pH = 7.4): 5.137896
• Log P: 5.137896
• Molar Refractivity: 121.2564 cm^3
• Polarizability: 47.239754 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds