4-{[(1S,2R,10R,11S,14S,15S)-14-ethynyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]oxy}-4-oxobutanoic acid

• ChemBase ID: 209990
• Molecular Formular: C25H32O5
• Molecular Mass: 412.51858
• Monoisotopic Mass: 412.22497412
• SMILES: [C@]12([C@](C#C)(OC(=O)CCC(=O)O)CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)CC3)CC1)C)CC2)C
• Canonical SMILES: C#C[C@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)OC(=O)CCC(=O)O
• InChI: InChI=1S/C25H32O5/c1-4-25(30-22(29)8-7-21(27)28)14-11-20-18-6-5-16-15-17(26)9-12-23(16,2)19(18)10-13-24(20,25)3/h1,15,18-20H,5-14H2,2-3H3,(H,27,28)/t18-,19+,20+,23+,24+,25-/m1/s1
• InChIKey: WVQWHYYYWVTTAS-KTEOLQIHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(1S,2R,10R,11S,14S,15S)-14-ethynyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{[(1S,2R,10R,11S,14S,15S)-14-ethynyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-4-oxobutanoic acid

Database IDs

• PubChem SID: 164265900
• PubChem CID: 11876427

CALCULATED PROPERTIES

• Acid pKa: 4.197061
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.4617958
• LogD (pH = 7.4): 0.7478091
• Log P: 3.7832632
• Molar Refractivity: 111.9444 cm^3
• Polarizability: 43.8886 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds