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Elaidic acid

Elaidic acid structure

CAS No:
112-79-8
Formula:
C18H34O2
Chemical Name:
Elaidic acid
Synonyms:
9-Octadecenoic acid,(9E)-;Elaidic acid;9-Octadecenoic acid,(E)-;(9E)-9-Octadecenoic acid;trans-Δ9-Octadecenoic acid;trans-9-Octadecenoic acid;9-trans-Octadecenoic acid;trans-Oleic acid;Δ9-trans-Octadecenoic acid;(E)-Oleic acid;trans-Elaidic acid;(E)-9-Octadecenoic acid;Elaidinic acid;NSC 26988;(9E)-Octadecenoic acid;9-trans-Oleic acid
Categories:
Chemical Reagents > Organic Reagents

Description

Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent.

Liquid

Elaidic acid is a 9-octadecenoic acid and the trans-isomer of oleic acid. It has a role as a food component. It is a conjugate acid of an elaidate and an Octadec-9-enoic acid anion. It derives from a hydride of a trans-octadec-9-ene.|An unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. (Stedman, 26th ed)

Elaidic acid Basic Attributes

Molecular Weight：

282.46

Exact Mass：

282.46

BRN：

1726543

EC Number：

204-006-6

UNII：

4837010H8C

NSC Number：

26988

DSSTox ID：

DTXSID8058619

HScode：

2916190090

Characteristics

PSA：

37.30000

XLogP3：

7.70

Appearance：

Liquid

Density：

0.851 g/cm³ @ Temp: 79 °C

Melting Point：

45 °C

Boiling Point：

288 °C100 mm Hg(lit.)

Flash Point：

>230 °F

Refractive Index：

1.467

Water Solubility：

Insoluble in water.

Storage Conditions：

2-8°C

Vapor Pressure：

5.46X10-7 mm Hg at 25 deg C

Explosive limit：

Combustible

Collision Cross Section：

175.9 Å² [M-H]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36/37/39

RTECS Number：

JX6125000

Marks：

Stability/Shelf Life：

ON EXPOSURE TO AIR, ESPECIALLY WHEN IMPURE, IT OXIDIZES & ACQUIRES YELLOW TO BROWN COLOR & RANCID ODOR

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 8 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity Summary：

In rat, oral LD50 74 g/kg and intravenous LD50 is 2.4 mg/kg. Dermal LD50 in guinea pig was >3000 mg/kg.

Protein Binding：

As with other fatty acids originating from adipose tissue stores, oleic acid may bind to serum albumin or remain unesterified in the blood.

Drug Information

Absorption：

Fatty acid uptake by different tissues may be mediated via passive diffusion to facilitated diffusion or a combination of both. Fatty acids taken up by tissues are then stored in the form of triglycerides or oxidized. Oleic acid was shown to penetrate rat skin. Following oral administration of Brucea javanica oil emulsion in rats, the time of oleic acid to reach peak plasma concentration was approximately 15.6 hours.|Following oral administration of trace amounts of oleic acid, less than 10% of total oleic acid was found to be eliminated via fecal excretion.|Radio-labelled oleic acid was detected in the heart, liver, lung, spleen, kidney, muscle, intestine, adrenal, blood, and lymph, and adipose, mucosal, and dental tissues. Oleic acid is primarily transported via the lymphatic system.|No pharmacokinetic data available.

Metabolism/Metabolites：

Like most fatty acids, oleic acid may undergo oxidation via beta-oxidation and tricarboxylic acid cycle pathways of catabolism, where an additional isomerization reaction is required for the complete catabolism of oleic acid. Via a series of elongation and desaturation steps, oleic acid may be converted into longer chain eicosatrienoic and nervonic acid.

Biological Half-Life：

No pharmacokinetic data available.

MeSH Entry Terms：

elaidate

Elaidic acid Use and Manufacturing

Uses

Elaidic 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.

Manufacturing Info：

9-Octadecenoic acid: ACTIVE

Use Classification：

Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]

Computed Properties

Molecular Weight:282.5
XLogP3:6.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:15
Exact Mass:282.255880323
Monoisotopic Mass:282.255880323
Topological Polar Surface Area:37.3
Heavy Atom Count:20
Complexity:234
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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112-79-8elaidic acid

CAS No.: 112-79-8

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