(1S,2R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

• ChemBase ID: 33609
• Molecular Formular: C9H10O4
• Molecular Mass: 182.1733
• Monoisotopic Mass: 182.0579088
• SMILES: [C@@H]12C([C@@H]([C@H](C=C1)C2)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C1[C@@H]2C=C[C@@H]([C@H]1C(=O)O)C2
• InChI: InChI=1S/C9H10O4/c10-8(11)6-4-1-2-5(3-4)7(6)9(12)13/h1-2,4-7H,3H2,(H,10,11)(H,12,13)/t4-,5-,6-,7?/m1/s1
• InChIKey: NIDNOXCRFUCAKQ-RKEPMNIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
• IUPAC Traditional name: (1S,2R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
• Synonyms: rac-(1S,2R,3S,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid; (1S,2R,3R,4S)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

Database IDs

• CAS Number: 3813-52-3; 3853-88-1
• MDL Number: MFCD00003735; MFCD12026879
• PubChem SID: 160996916
• PubChem CID: 25219305

CALCULATED PROPERTIES

• Acid pKa: 3.7430499
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.5165888
• LogD (pH = 7.4): -4.4849815
• Log P: 0.41672298
• Molar Refractivity: 43.8964 cm^3
• Polarizability: 16.756788 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false