2-[2-({[(2R,14R,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-hydroxy-3-(3-nitrophenyl)propanoic acid

• ChemBase ID: 189814
• Molecular Formular: C32H39N3O8
• Molecular Mass: 593.66736
• Monoisotopic Mass: 593.27371522
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)O)C(c3cc([N+](=O)[O-])ccc3)O)/CC2)CCC2C1CC[C@]1(C2CC[C@]1(C#C)O)C)C
• Canonical SMILES: C#C[C@]1(O)CCC2[C@]1(C)CCC1C2CCC2=C/C(=N/OCC(=O)NC(C(c3cccc(c3)[N+](=O)[O-])O)C(=O)O)/CC[C@]12C
• InChI: InChI=1S/C32H39N3O8/c1-4-32(40)15-12-25-23-9-8-20-17-21(10-13-30(20,2)24(23)11-14-31(25,32)3)34-43-18-26(36)33-27(29(38)39)28(37)19-6-5-7-22(16-19)35(41)42/h1,5-7,16-17,23-25,27-28,37,40H,8-15,18H2,2-3H3,(H,33,36)(H,38,39)/t23?,24?,25?,27?,28?,30-,31-,32-/m0/s1
• InChIKey: UOYVQDADFDNDIO-MFEZJAOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({[(2R,14R,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-hydroxy-3-(3-nitrophenyl)propanoic acid
• IUPAC Traditional name: 2-[2-({[(2R,14R,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-hydroxy-3-(3-nitrophenyl)propanoic acid

Database IDs

• PubChem SID: 164245724
• PubChem CID: 16397359

CALCULATED PROPERTIES

• Acid pKa: 2.7144072
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.99657065
• LogD (pH = 7.4): 0.041272733
• Log P: 2.7648764
• Molar Refractivity: 156.7368 cm^3
• Polarizability: 60.28344 Å^3
• Polar Surface Area: 174.27 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

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