(1R,2S,4R,6R,7S,10S,11R,14S)-6-[(1E)-1-(hydroxyimino)ethyl]-7,11-dimethyl-5-oxapentacyclo[8.8.0.02,7.04,6.011,16]octadec-16-en-14-yl acetate

• ChemBase ID: 208743
• Molecular Formular: C23H33NO4
• Molecular Mass: 387.51242
• Monoisotopic Mass: 387.24095854
• SMILES: [C@]12([C@@]3([C@H]([C@H]4[C@@H]([C@@]5(C(=CC4)C[C@@H](OC(=O)C)CC5)C)CC3)C[C@H]2O1)C)/C(=N/O)/C
• Canonical SMILES: O/N=C(/[C@@]12O[C@@H]1C[C@@H]1[C@]2(C)CC[C@H]2[C@H]1CC=C1[C@]2(C)CC[C@@H](C1)OC(=O)C)\C
• InChI: InChI=1S/C23H33NO4/c1-13(24-26)23-20(28-23)12-19-17-6-5-15-11-16(27-14(2)25)7-9-21(15,3)18(17)8-10-22(19,23)4/h5,16-20,26H,6-12H2,1-4H3/b24-13+/t16-,17+,18-,19-,20+,21-,22-,23+/m0/s1
• InChIKey: DQUBYFKUBFHVEG-GTZAJCHHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,4R,6R,7S,10S,11R,14S)-6-[(1E)-1-(hydroxyimino)ethyl]-7,11-dimethyl-5-oxapentacyclo[8.8.0.0^2,^7.0^4,^6.0^1^1,^1^6]octadec-16-en-14-yl acetate
• IUPAC Traditional name: (1R,2S,4R,6R,7S,10S,11R,14S)-6-[(1E)-1-(hydroxyimino)ethyl]-7,11-dimethyl-5-oxapentacyclo[8.8.0.0^2,^7.0^4,^6.0^1^1,^1^6]octadec-16-en-14-yl acetate

Database IDs

• PubChem SID: 164264653
• PubChem CID: 16402404

CALCULATED PROPERTIES

• Acid pKa: 7.5565343
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.366702
• LogD (pH = 7.4): 3.1420305
• Log P: 3.3713386
• Molar Refractivity: 105.9813 cm^3
• Polarizability: 42.090515 Å^3
• Polar Surface Area: 71.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds