trans-Vaccenic acid

Names

[ CAS No. ]:
693-72-1

[ Name ]:
trans-Vaccenic acid

[Synonym ]:
trans-Vaccinic acid
methyl (E)-3-(4-morpholinyl)-2-propenoate
MFCD00002734
(E)-methyl 3-morpholinoacrylate
trans-11-Octadecenoic acid
octadec-11(E)-enoic acid
(11E)-vaccenic acid
2-Propenoic acid,3-(4-morpholinyl)-,methyl ester,(E)
Vaccenic acid
11-octadecenoic acid
trans-octadec-11-enoic acid
11-octadecenoyl alcohol
(11E)-Octadec-11-enoic acid
(11E)-Octadecenoic acid
(E)-3-(4-Morpholinyl)-2-propenoic acid methyl ester
(E)-11-octadecenoic acid
(11E)-11-Octadecenoic acid
methyl (E)-3-morpholinoacrylate
trans-1-methoxycarbonyl-2-morpholylethylene
trans-Vaccenic acid
(E)-vaccenic acid
11-Octadecenoic acid, (11E)-
(E)-octadec-11-enoic acid
EINECS 211-758-9
11-Octadecenoic acid, (E)-
(E)-methyl 3-(morpholin-4-yl)prop-2-enoate

Biological Activity

[Description]:

trans-Vaccenic acid is a precursor for the synthesis of saturated fatty acid in the rumen and of conjugated linoleic acid (CLA) at the tissue level.

[Related Catalog]:

Research Areas >> Others

Natural Products >> Acids and Aldehydes

[Target]

Human Endogenous Metabolite

[References]

[1]. Li D, et al. Ruminal microbe of biohydrogenation of trans-vaccenic acid to stearic acid in vitro. BMC Res Notes. 2012 Feb 15;5:97.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
398.2±11.0 °C at 760 mmHg

[ Melting Point ]:
44℃

[ Molecular Formula ]:
C₁₈H₃₄O₂

[ Molecular Weight ]:
282.461

[ Flash Point ]:
295.0±14.4 °C

[ Exact Mass ]:
282.255890

[ PSA ]:
37.30000

[ LogP ]:
7.70

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.467

[ Storage condition ]:
−20°C

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Characterization of Shrimp Oil from Pandalus borealis by High Performance Liquid Chromatography and High Resolution Mass Spectrometry.

Mar. Drugs 13 , 3849-76, (2015)

Northern shrimp (Pandalus borealis) oil, which is rich in omega-3 fatty acids, was recovered from the cooking water of shrimp processing facilities. The oil contains significant amounts of omega-3 fat...

A 4-week repeated oral dose toxicity study of dairy fat naturally enriched in vaccenic, rumenic and α-linolenic acids in rats.

J. Agric. Food Chem. 59(14) , 8036-46, (2011)

Few studies have focused on the toxicological risks of dairy fat intake. A standard dairy fat (SDF) with a 70% SFA content and a naturally enriched dairy fat (EDF) in vaccenic, rumenic and α-linolenic...

Vaccenic acid in serum triglycerides is associated with markers of insulin resistance in men.

Appl. Physiol. Nutr. Metab. 37(5) , 1003-7, (2012)

Serum triglyceride levels are associated with metabolic disorders; however, it remains unclear whether the fatty acid (FA) composition of triglycerides is also changed. Although there were no differen...

Related Compounds

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