2,3-dihydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate

• ChemBase ID: 133532
• Molecular Formular: C21H38O4
• Molecular Mass: 354.52402
• Monoisotopic Mass: 354.2770097
• SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(CO)O
• Canonical SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(CO)O
• InChI: InChI=1S/C21H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-
• InChIKey: WECGLUPZRHILCT-HZJYTTRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
• IUPAC Traditional name: 2,3-dihydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
• Synonyms: 1-([cis,cis]-9,12-octadecadienoyl)-rac-glycerol; 1-Monolinolein; 1-Linoleoyl-rac-glycerol; (9Z,12Z)-9,12-Octadecadienoic Acid 2,3-Dihydroxypropyl Ester; 1-Glyceryl Linoleate; 1-Linoleylglycerol; 1-Monolinoleoyl-rac-glycerol; Glycerol 1-Monolinolate; Oleinate 288; α-Glyceryl linoleate; α-Monolinolein; 1-Linoleoyl-rac-glycerol

Database IDs

• CAS Number: 2277-28-3
• EC Number: 218-901-4
• MDL Number: MFCD00270409
• PubChem SID: 24897173; 162227809
• PubChem CID: 5283469

CALCULATED PROPERTIES

• Acid pKa: 13.619246
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.247334
• LogD (pH = 7.4): 5.2473335
• Log P: 5.247334
• Molar Refractivity: 105.5427 cm^3
• Polarizability: 40.927094 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMF; DMSO; Ethyl Acetate; Methanol,
• Apperance: Colourless Oil; liquid

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C

Product Information

• Purity: ≥97%
• Shipped in: dry ice

DETAILS

Sigma Aldrich - M7640

Caution
Some decomposition may occur on storage or in solution.
包装
Sealed ampule.

Toronto Research Chemicals - L467950

1-Linoleyl glyceride as free-living amoeba control agent; also a biomarker of metabolic responses to hepatotoxicants and carcinogens.

REFERENCES

• Isidorov, V., et al.: Anal. Sci., 21, 1483 (2005)
• Isidorov, V., et al.: Food Chem., 115, 1056 (2005)