4-oxo-3-(oxolan-2-ylmethyl)-10-oxa-3-azatricyclo[5.2.1.0^{1,5}]dec-8-ene-6-carboxylic acid

• ChemBase ID: 14720
• Molecular Formular: C14H17NO5
• Molecular Mass: 279.28848
• Monoisotopic Mass: 279.11067265
• SMILES: C123C(C(C(O1)C=C3)C(=O)O)C(=O)N(C2)CC1CCCO1
• Canonical SMILES: OC(=O)C1C2C=CC3(C1C(=O)N(C3)CC1CCCO1)O2
• InChI: InChI=1S/C14H17NO5/c16-12-11-10(13(17)18)9-3-4-14(11,20-9)7-15(12)6-8-2-1-5-19-8/h3-4,8-11H,1-2,5-7H2,(H,17,18)
• InChIKey: ZIXZUJGRFYPACJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-oxo-3-(oxolan-2-ylmethyl)-10-oxa-3-azatricyclo[5.2.1.0^{1,5}]dec-8-ene-6-carboxylic acid; 4-oxo-3-(oxolan-2-ylmethyl)-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: 4-oxo-3-(oxolan-2-ylmethyl)-10-oxa-3-azatricyclo[5.2.1.0^{1,5}]dec-8-ene-6-carboxylic acid; 4-oxo-3-(oxolan-2-ylmethyl)-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• Synonyms: 4-Oxo-3-(tetrahydro-furan-2-ylmethyl)-10-oxa-3-aza -tricyclo[5.2.1.0*1,5*]dec-8-ene-6-carboxylic acid; 1-oxo-2-((tetrahydrofuran-2-yl)methyl)-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic acid

Database IDs

• MDL Number: MFCD06411475
• PubChem SID: 160978027
• PubChem CID: 2772043

CALCULATED PROPERTIES

• Acid pKa: 4.069737
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.8685366
• LogD (pH = 7.4): -3.5435977
• Log P: -0.42588195
• Molar Refractivity: 68.2062 cm^3
• Polarizability: 26.600065 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Classification: Derivatives & analogs of Natural Compounds