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]-3-sulfanylpropanoic acid

• ChemBase ID: 209361
• Molecular Formular: C25H38N2O5S
• Molecular Mass: 478.64462
• Monoisotopic Mass: 478.25014333
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)O)CS)/CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(O)C)C)C
• Canonical SMILES: SCC(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/C25H38N2O5S/c1-23-9-6-16(27-32-13-21(28)26-20(14-33)22(29)30)12-15(23)4-5-17-18(23)7-10-24(2)19(17)8-11-25(24,3)31/h12,17-20,31,33H,4-11,13-14H2,1-3H3,(H,26,28)(H,29,30)/t17-,18+,19+,20?,23+,24+,25+/m1/s1
• InChIKey: LJRWPDIUIZTLOJ-JOAQFMEKSA-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]-3-sulfanylpropanoic 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]-3-sulfanylpropanoic acid

Database IDs

• PubChem SID: 164265271
• PubChem CID: 16402734

CALCULATED PROPERTIES

• Acid pKa: 3.218081
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.0627418
• LogD (pH = 7.4): -0.34123397
• Log P: 2.2899067
• Molar Refractivity: 128.4803 cm^3
• Polarizability: 50.470154 Å^3
• Polar Surface Area: 108.22 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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