PETROSELAIDIC ACID Chemical Properties

Melting point:

54°C

Boiling point:

397.91°C (estimate)

Density 

0.8945 (rough estimate)

refractive index 

1.4618 (estimate)

storage temp. 

−20°C

solubility 

Chloroform (Slightly), Water (Slightly, Heated)

form 

Solid

pka

4.75±0.10(Predicted)

color 

White to Off-White

Stability:

Light Sensitive

LogP

7.481 (est)

PETROSELAIDIC ACID Usage And Synthesis

Description

trans-Petroselinic acid is the trans isomer of petroselinic acid (Item no. 20024) and an isomer of oleic acid that has been found in cow, goat, and ewe milk fat as well as human breast milk. In HepG2 cells, trans-petroselinic acid (100 μM) increases cellular content of triacylglycerols and cholesterol esters and upregulates transcription of genes involved in fatty acid synthesis, including SREBP-1c, ACACA, FASN, and SCD1, and cholesterol synthesis, including HMGCR, HMGCS1, FDFT1, and SREBP-2.

Uses

(6E)-6-Octadecenoic Acid, can be used in Inhibitors of appressorium formation in Magnaporthe grisea, a new approach to control rice blast disease.

Definition

ChEBI: The trans-isomer of octadec-6-enoic acid, a long-chain fatty acid.

References

[1] DIETZ PRECHT. Comparative studies on individual isomeric 18∶1 acids in cow, goat, and ewe milk fats by low-temperature high-resolution capillary gas-liquid chromatography[J]. Lipids, 2001, 36 8: 827-832. DOI: 10.1007/s11745-001-0791-8
[2] SIMONE HAUFF  Walter V. Quantitation of cis- and trans-Monounsaturated Fatty Acids in Dairy Products and Cod Liver Oil by Mass Spectrometry in the Selected Ion Monitoring Mode[J]. Journal of Agricultural and Food Chemistry, 2009, 57 9: 3423-3430. DOI: 10.1021/jf803665u
[3] PAYAM VAHMANI. Comparing the lipogenic and cholesterolgenic effects of individual trans-18:1 isomers in liver cells[J]. European Journal of Lipid Science and Technology, 2016, 119 3. DOI: 10.1002/ejlt.201600162

PETROSELAIDIC ACID(593-40-8)Related Product Information

• PETROSELAIDIC ACID ETHYL ESTER
• PETROSELAIDIC ACID(RG)
• PETROSELAIDIC ACID METHYL ESTER