(1S,7R)-3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 189075
• Molecular Formular: C19H25NO4
• Molecular Mass: 331.4061
• Monoisotopic Mass: 331.17835829
• SMILES: C12[C@]3(O[C@H](C2C(=O)O)C=C3)CN(C1=O)C/C=C(\CCC=C(C)C)/C
• Canonical SMILES: C/C(=C/CN1C[C@@]23C(C1=O)C([C@@H](O3)C=C2)C(=O)O)/CCC=C(C)C
• InChI: InChI=1S/C19H25NO4/c1-12(2)5-4-6-13(3)8-10-20-11-19-9-7-14(24-19)15(18(22)23)16(19)17(20)21/h5,7-9,14-16H,4,6,10-11H2,1-3H3,(H,22,23)/b13-8-/t14-,15?,16?,19-/m1/s1
• InChIKey: QUOGRGMWDHAAQO-TUXYOMQVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,7R)-3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: (1S,7R)-3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid

Database IDs

• PubChem SID: 164244985
• PubChem CID: 16397244

CALCULATED PROPERTIES

• Acid pKa: 4.1510706
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.81139183
• LogD (pH = 7.4): -0.8896551
• Log P: 2.1764894
• Molar Refractivity: 92.8723 cm^3
• Polarizability: 35.23955 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Cis/Trans & Stereoisomers
• Classification: Derivatives & analogs of Natural Compounds