4-{[(2R,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl]oxy}-4-oxobutanoic acid

• ChemBase ID: 185376
• Molecular Formular: C23H32O5
• Molecular Mass: 388.49718
• Monoisotopic Mass: 388.22497412
• SMILES: [C@@]12(C(=CCC3C1CC[C@]1(C3CCC1=O)C)CC(OC(=O)CCC(=O)O)CC2)C
• Canonical SMILES: OC(=O)CCC(=O)OC1CC[C@]2(C(=CCC3C2CC[C@]2(C3CCC2=O)C)C1)C
• InChI: InChI=1S/C23H32O5/c1-22-11-9-15(28-21(27)8-7-20(25)26)13-14(22)3-4-16-17-5-6-19(24)23(17,2)12-10-18(16)22/h3,15-18H,4-13H2,1-2H3,(H,25,26)/t15?,16?,17?,18?,22-,23-/m0/s1
• InChIKey: UQHKLJJUIGLUKP-NUSWMWHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2R,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl]oxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{[(2R,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl]oxy}-4-oxobutanoic acid

Database IDs

• PubChem SID: 164241286
• PubChem CID: 16396269

CALCULATED PROPERTIES

• Acid pKa: 4.0662127
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1816683
• LogD (pH = 7.4): 0.50782335
• Log P: 3.6276932
• Molar Refractivity: 104.7037 cm^3
• Polarizability: 41.30626 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds