2-[(2S,3S,4S)-3-formyl-5-(methoxycarbonyl)-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid

• ChemBase ID: 127235
• Molecular Formular: C11H14O6
• Molecular Mass: 242.22526
• Monoisotopic Mass: 242.07903817
• SMILES: O=C[C@H]1[C@@H](C(=CO[C@H]1C)C(=O)OC)CC(=O)O
• Canonical SMILES: O=C[C@@H]1[C@H](C)OC=C([C@H]1CC(=O)O)C(=O)OC
• InChI: InChI=1S/C11H14O6/c1-6-8(4-12)7(3-10(13)14)9(5-17-6)11(15)16-2/h4-8H,3H2,1-2H3,(H,13,14)/t6-,7-,8+/m0/s1
• InChIKey: MQFAJBBHEYTHKF-BIIVOSGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S,3S,4S)-3-formyl-5-(methoxycarbonyl)-2-methyl-3,4-dihydro-2H-pyran-4-yl]acetic acid
• IUPAC Traditional name: elenolic acid
• Synonyms: Elenolic acid

Database IDs

• CAS Number: 34422-12-3
• PubChem SID: 162221556
• PubChem CID: 169607
• Chemspider ID: 148325
• Wikipedia Title: Elenolic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.054242
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.6083469
• LogD (pH = 7.4): -3.2780101
• Log P: -0.15086739
• Molar Refractivity: 56.4102 cm^3
• Polarizability: 22.241116 Å^3
• Polar Surface Area: 89.9 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 408.9°C
• Density: 1.308 g/mL