2-[2-({[(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 208514
• Molecular Formular: C27H42N2O5S
• Molecular Mass: 506.69778
• Monoisotopic Mass: 506.28144345
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)O)CCSC)/CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(O)C)C)C
• Canonical SMILES: CSCCC(C(=O)O)NC(=O)CO/N=C/1\CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C27H42N2O5S/c1-25-11-7-18(29-34-16-23(30)28-22(24(31)32)10-14-35-4)15-17(25)5-6-19-20(25)8-12-26(2)21(19)9-13-27(26,3)33/h15,19-22,33H,5-14,16H2,1-4H3,(H,28,30)(H,31,32)/t19-,20+,21+,22?,25+,26+,27+/m1/s1
• InChIKey: VFSWERFCRWAENE-XYWVCPMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({[(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: 2-[2-({[(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-4-(methylsulfanyl)butanoic acid

Database IDs

• PubChem SID: 164264424
• PubChem CID: 16402286

CALCULATED PROPERTIES

• Acid pKa: 3.913958
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.823715
• LogD (pH = 7.4): 0.3210368
• Log P: 3.0205538
• Molar Refractivity: 137.8427 cm^3
• Polarizability: 54.145916 Å^3
• Polar Surface Area: 108.22 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

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