(4E)-(1,8-13C2)oct-4-enedioic acid

• ChemBase ID: 175797
• Molecular Formular: C8H12O4
• Molecular Mass: 174.16378968
• Monoisotopic Mass: 174.08026854
• SMILES: O[13C](=O)CC/C=C/CC[13C](=O)O
• Canonical SMILES: O[13C](=O)CC/C=C/CC[13C](=O)O
• InChI: InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-2H,3-6H2,(H,9,10)(H,11,12)/b2-1+/i7+1,8+1
• InChIKey: LQVYKEXVMZXOAH-QDZBZLPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4E)-(1,8-^1^3C₂)oct-4-enedioic acid
• IUPAC Traditional name: (4E)-(1,8-^1^3C₂)oct-4-enedioic acid
• Synonyms: (E)-4-Octenedioic Acid-1,8-13C2; (4E)-4-Octenedioic Acid-1,8-13C2

Database IDs

• PubChem SID: 164231707
• PubChem CID: 46782610

CALCULATED PROPERTIES

• Acid pKa: 4.0774302
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.1579381
• LogD (pH = 7.4): -4.6477184
• Log P: 1.0178701
• Molar Refractivity: 43.0576 cm^3
• Polarizability: 16.34324 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 177-180°C

DETAILS

Toronto Research Chemicals - O239102

Metabolite of oleic and linoleic acids.

REFERENCES

• Jin, S.J., et al.: Biochem., 29, 8540 (1990).