Linoleic acid - CAS 60-33-3
Catalog: |
BB030660 |
Product Name: |
Linoleic acid |
CAS: |
60-33-3 |
Synonyms: |
Linolic acid; Telfairic acid; cis,cis-Linoleic acid |
IUPAC Name: | (9Z,12Z)-octadeca-9,12-dienoic acid |
Description: | Linoleic acid is a doubly unsaturated fatty acid widely found in plant glycosides. It exhibits anti-inflammatory, acne reductive, skin-lightening and moisture retentive properties when applied topically on the skin. |
Molecular Weight: | 280.45 |
Molecular Formula: | C18H32O2 |
Canonical SMILES: | CCCCCC=CCC=CCCCCCCCC(=O)O |
InChI: | InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9- |
InChI Key: | OYHQOLUKZRVURQ-HZJYTTRNSA-N |
Boiling Point: | 229-230 °C at 16 mmHg |
Melting Point: | 23 °F |
Density: | 0.902 g/cm3 |
Solubility: | Soluble in chloroform, ethyl acetate. |
Appearance: | Colorless oil |
Storage: | Amber Vial, Freezer |
Decomposition: | When heated to decomposition it emits acrid smoke and irritating fumes |
MDL: | MFCD00064241 |
LogP: | 5.88450 |
Stability: | Easily oxidized by air |
Vapor Pressure: | 0.00000087 [mmHg] |
GHS Hazard Statement: | H315 (85.22%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
33939976 | 20210801 | Exposure to a mixture of cigarette smoke carcinogens disturbs gut microbiota and influences metabolic homeostasis in A/J mice | Chemico-biological interactions |
34111468 | 20210701 | Protective effect of alpha-linoleic acid on Aβ-induced oxidative stress, neuroinflammation, and memory impairment by alteration of α7 nAChR and NMDAR gene expression in the hippocampus of rats | Neurotoxicology |
33352258 | 20210301 | In vitro screening for chemical inhibition of the iodide recycling enzyme, iodotyrosine deiodinase | Toxicology in vitro : an international journal published in association with BIBRA |
33334892 | 20210101 | Epoxide hydrolase 3 (Ephx3) gene disruption reduces ceramide linoleate epoxide hydrolysis and impairs skin barrier function | The Journal of biological chemistry |
32387183 | 20200701 | 2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD) alters hepatic polyunsaturated fatty acid metabolism and eicosanoid biosynthesis in female Sprague-Dawley rats | Toxicology and applied pharmacology |
Complexity: | 267 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 2 |
Exact Mass: | 280.240230259 |
Formal Charge: | 0 |
Heavy Atom Count: | 20 |
Hydrogen Bond Acceptor Count: | 2 |
Hydrogen Bond Donor Count: | 1 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 280.240230259 |
Rotatable Bond Count: | 14 |
Topological Polar Surface Area: | 37.3 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 6.8 |
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