4-methylidene-2-octyl-5-oxooxolane-3-carboxylic acid

• ChemBase ID: 154986
• Molecular Formular: C14H22O4
• Molecular Mass: 254.32208
• Monoisotopic Mass: 254.15180918
• SMILES: CCCCCCCCC1C(C(=C)C(=O)O1)C(=O)O
• Canonical SMILES: CCCCCCCCC1OC(=O)C(=C)C1C(=O)O
• InChI: InChI=1S/C14H22O4/c1-3-4-5-6-7-8-9-11-12(13(15)16)10(2)14(17)18-11/h11-12H,2-9H2,1H3,(H,15,16)
• InChIKey: VCWLZDVWHQVAJU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylidene-2-octyl-5-oxooxolane-3-carboxylic acid
• IUPAC Traditional name: 4-methylidene-2-octyl-5-oxooxolane-3-carboxylic acid
• Synonyms: 4-Methylene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid; C75

Database IDs

• CAS Number: 218137-86-1
• MDL Number: MFCD03426157
• PubChem SID: 162249124; 24892789
• PubChem CID: 4248455

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.538477
• LogD (pH = 7.4): 0.81354046
• Log P: 3.8193536
• Molar Refractivity: 67.3207 cm^3
• Polarizability: 26.84367 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 4.2400293

PROPERTIES

Physical Property

• Solubility: DMSO: soluble5 mg/mL, clear
• Apperance: white to beige powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H22O4

DETAILS

Sigma Aldrich - C5490

Biochem/physiol Actions
C75 is a novel, potent synthetic inhibitor of fatty acid synthase (FAS), which is used as a tool for studying fatty acid synthesis in metabolic disorders and cancer.