methyl 4-[(2S,5R,7S,15R,16S)-5,16-dihydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoate

• ChemBase ID: 184380
• Molecular Formular: C25H40O5
• Molecular Mass: 420.5821
• Monoisotopic Mass: 420.28757438
• SMILES: [C@]12(C(C3C([C@@]4([C@H](CC3=O)C[C@@H](CC4)O)C)C[C@@H]1O)CCC2C(CCC(=O)OC)C)C
• Canonical SMILES: COC(=O)CCC(C1CCC2[C@]1(C)[C@@H](O)CC1C2C(=O)C[C@H]2[C@]1(C)CC[C@H](C2)O)C
• InChI: InChI=1S/C25H40O5/c1-14(5-8-22(29)30-4)17-6-7-18-23-19(13-21(28)25(17,18)3)24(2)10-9-16(26)11-15(24)12-20(23)27/h14-19,21,23,26,28H,5-13H2,1-4H3/t14?,15-,16+,17?,18?,19?,21-,23?,24-,25+/m0/s1
• InChIKey: BCPZDSVCYKERMU-NXLWKONKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-[(2S,5R,7S,15R,16S)-5,16-dihydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoate
• IUPAC Traditional name: methyl 4-[(2S,5R,7S,15R,16S)-5,16-dihydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoate

Database IDs

• PubChem SID: 164240290
• PubChem CID: 16395957

CALCULATED PROPERTIES

• Acid pKa: 18.361717
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.0139024
• LogD (pH = 7.4): 3.0139027
• Log P: 3.0139027
• Molar Refractivity: 114.6332 cm^3
• Polarizability: 45.947132 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds