Basic information
- CAS
112-79-8- Standard SMILES
CCCCCCCC/C=C/CCCCCCCC(=O)O- InChIKey
ZQPPMHVWECSIRJ-MDZDMXLPSA-N- Molecular formula
- C18H34O2
- Average molar mass
- 282.5 g/mol
- Monoisotopic mass
- 282.25588032
Names & identifiers
- Preferred name
- Elaidic Acid
- IUPAC
- (E)-octadec-9-enoic acid
- English name
- ELAIDIC ACID
- Molecular formula
- C18H34O2
- Molecular weight
- 282.46
Names & synonyms
Elaidic acid112-79-8(E)-octadec-9-enoic acidtrans-Oleic acidtrans-9-Octadecenoic acid9-Octadecenoic acid, (E)-(E)-Oleic acid9-octadecenoic acid, (9E)-trans-Octadec-9-enoic acid(E)-9-Octadecenoic acidtrans-Elaidic acidElaidinsaure
Show more names
ELAIDIC ACID, REAG.9-octadecenoicacid,(E)-(9Z)-Octadec-9-enoic acidC01712NSC 26988
acide elaidique(9E)-Octadecenoic acid9-trans-Octadecenoic acidElaidinic acidD9-trans-Octadecenoic acidtrans-D9-Octadecenoic acidCHEBI:279974837010H8C
Database identifiers
- CAS
112-79-8、2027-47-6- PubChem CID
- 637517
- DTXSID
DTXSID8058619- ChEMBL
CHEMBL460657- ChEBI
CHEBI:27997- UNII
- 4837010H8C
- EC Number
- 204-006-6
- Nikkaji
- J10.103F、J199.825K
Properties
Computed structural properties
- XLogP
- 6.5
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 15
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 234
Experimental & physicochemical properties
LogP6.78
Melting Point42 - 44 °C
Physical Description
White solid; [Merck Index] White crystals; [Sigma-Aldrich MSDS]
Liquid
Kovats Retention Index2141；2152.4；2143.9；2123；2145.9
Collision Cross Section175.9 Ų [M-H]-
Physicochemical properties
- Melting point
- 42 · 42-44 °C (lit.)
- Boiling point
- 288 °C/100 · 288 °C/100 mmHg (lit.)
- Density
- 0.8734 g/cm3 · 0.8734 g/cm3 (20 ºC)
- refractive index
- 1.4597 · 1.4597 (589.3 nm 20℃)
- Flash point
- 230 °F · >230 °F
- storage temp.
- -20 °C · -20°C
- solubility
- Chloroform, Ethyl Acetate (Slightly)
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 12.5% (1 of 8) of reports.
Warning
H315 (87.5%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (87.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 8 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 1 of 8 reports by companies.；There are 3 notifications provided by 7 of 8 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory InformationElaidic acid: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryIntravenous LD50 (mouse) = 100 mg/kg; [RTECS] Stereoisomer of oleic acid; [Merck Index] May cause irritation; [Sigma-Aldrich MSDS] See Oleic acid.
Hazard Classes and CategoriesSkin Irrit. 2 (87.5%)；Eye Irrit. 2 (87.5%)；STOT SE 3 (75%)
Regulatory information
Regulatory InformationElaidic acid: Does not have an individual approval but may be used under an appropriate group standard
Chemistry & industry
Pharmacology
Tissue LocationsAdipose Tissue；Fibroblasts
Cellular LocationsCytoplasm；Extracellular；Membrane
Uses & manufacturing
UsesUsed as a laboratory chemical and to make other substances; [Sigma-Aldrich MSDS]
Applications
DescriptionElaidic acid is the major trans fat found in hydrogenated vegetable oils and occurs in small amounts in caprine and bovine milk (very roughly 0.1% of the fatty acids) and some meats. It is the trans isomer of oleic acid. The name of the elaidinization reaction comes from elaidic acid. Elaidic acid increases CETP activity, which in turn raises VLDL and lowers HDL cholesterol.
UsesElaidic acid is the 9-trans isomer of oleic acid. It is a monounsaturated trans-fatty acid which can be found in partially hydrogenated cooking oils. In human platelets incubated with arachidonic acid, elaidic acid inhibits HHT and HETE formation while inducing prostaglandin and thromboxane synthesis.
UsesElaidic acid is the major trans fat found in hydrogenated vegetable oils. It increases CETP activity, which in turn raises VLDL and lowers HDL cholesterol.
Upstream & downstream products
Downstream products
Related reactions
3 records
Compound notes
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