1-[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)acetyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 209515
• Molecular Formular: C27H40N2O5
• Molecular Mass: 472.6169
• Monoisotopic Mass: 472.29372239
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)N3C(C(=O)O)CCC3)/CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(O)C)C)C
• Canonical SMILES: OC(=O)C1CCCN1C(=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/C27H40N2O5/c1-25-11-8-18(28-34-16-23(30)29-14-4-5-22(29)24(31)32)15-17(25)6-7-19-20(25)9-12-26(2)21(19)10-13-27(26,3)33/h15,19-22,33H,4-14,16H2,1-3H3,(H,31,32)/t19-,20+,21+,22?,25+,26+,27+/m1/s1
• InChIKey: JNVAHMSLSQXLSL-XYWVCPMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[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)acetyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-[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)acetyl]pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164265425
• PubChem CID: 16402819

CALCULATED PROPERTIES

• H Donor: 2
• LogD (pH = 5.5): 1.3519001
• LogD (pH = 7.4): -0.09419773
• Log P: 2.5864093
• Molar Refractivity: 128.4431 cm^3
• Polarizability: 50.360313 Å^3
• Polar Surface Area: 99.43 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 3.8387794
• H Acceptors: 6

PROPERTIES

Product Information

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