4-[(1S,2S,15S)-5-(hydroxyimino)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-11,13-dien-14-yl]-2,5-dihydrofuran-2-one

• ChemBase ID: 200392
• Molecular Formular: C23H29NO3
• Molecular Mass: 367.48126
• Monoisotopic Mass: 367.21474379
• SMILES: [C@@]12(C(=CC=C1C1=CC(=O)OC1)C1[C@@H]([C@@]3(C(CC(=NO)CC3)CC1)C)CC2)C
• Canonical SMILES: ON=C1CC[C@]2(C(C1)CCC1[C@@H]2CC[C@]2(C1=CC=C2C1=CC(=O)OC1)C)C
• InChI: InChI=1S/C23H29NO3/c1-22-9-7-16(24-26)12-15(22)3-4-17-19-6-5-18(14-11-21(25)27-13-14)23(19,2)10-8-20(17)22/h5-6,11,15,17,20,26H,3-4,7-10,12-13H2,1-2H3/t15?,17?,20-,22-,23+/m0/s1
• InChIKey: WSWBLRYWYTUKKN-AWDRXPDRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S,2S,15S)-5-(hydroxyimino)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-11,13-dien-14-yl]-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 4-[(1S,2S,15S)-5-(hydroxyimino)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-11,13-dien-14-yl]-5H-furan-2-one

Database IDs

• PubChem SID: 164256302
• PubChem CID: 71753166

CALCULATED PROPERTIES

• Acid pKa: 7.2340183
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.5456724
• LogD (pH = 7.4): 3.1633067
• Log P: 3.5545223
• Molar Refractivity: 106.6831 cm^3
• Polarizability: 40.905453 Å^3
• Polar Surface Area: 58.89 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Z/E Isomers
• Classification: Derivatives & analogs of Natural Compounds