Lesquerolic acid

    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H598613

CAS#: 4103-20-2 (free)

Description: Lesquerolic acid is a hydroxy acid found in the oil of most species of Lesquerella


Chemical Structure

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Lesquerolic acid
CAS# 4103-20-2 (free)

Theoretical Analysis

Hodoodo Cat#: H598613
Name: Lesquerolic acid
CAS#: 4103-20-2 (free)
Chemical Formula: C20H38O3
Exact Mass: 326.28
Molecular Weight: 326.520
Elemental Analysis: C, 73.57; H, 11.73; O, 14.70

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Related CAS #: 180641-01-4 (glycerol   diester)   180641-02-5 (glycerol   monoester)   4103-20-2 (free)    

Synonym: Lesquerolic acid;

IUPAC/Chemical Name: (R,Z)-14-hydroxyicos-11-enoic acid

InChi Key: OONXYOAWMIVMCI-KWRJMZDGSA-N

InChi Code: InChI=1S/C20H38O3/c1-2-3-4-13-16-19(21)17-14-11-9-7-5-6-8-10-12-15-18-20(22)23/h11,14,19,21H,2-10,12-13,15-18H2,1H3,(H,22,23)/b14-11-/t19-/m1/s1

SMILES Code: CCCCCC[C@@H](O)C/C=C\CCCCCCCCCC(O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 326.52 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Cocuron JC, Anderson B, Boyd A, Alonso AP. Targeted metabolomics of Physaria fendleri, an industrial crop producing hydroxy fatty acids. Plant Cell Physiol. 2014 Mar;55(3):620-33. doi: 10.1093/pcp/pcu011. Epub 2014 Jan 18. PubMed PMID: 24443498.

2: Snapp AR, Kang J, Qi X, Lu C. A fatty acid condensing enzyme from Physaria fendleri increases hydroxy fatty acid accumulation in transgenic oilseeds of Camelina sativa. Planta. 2014 Sep;240(3):599-610. doi: 10.1007/s00425-014-2122-2. Epub 2014 Jul 15. PubMed PMID: 25023632.

3: Kuo TM, Rooney AP, Isbell TA. Conversion of lesquerolic acid to 14-oxo-11(Z)-eicosenoic acid by genetically variable Sphingobacterium multivorum strains. Curr Microbiol. 2008 Jul;57(1):55-60. doi: 10.1007/s00284-008-9152-6. Epub 2008 Apr 1. PubMed PMID: 18379841.

4: Chen GQ, van Erp H, Martin-Moreno J, Johnson K, Morales E, Browse J, Eastmond PJ, Lin JT. Expression of Castor LPAT2 Enhances Ricinoleic Acid Content at the sn-2 Position of Triacylglycerols in Lesquerella Seed. Int J Mol Sci. 2016 Apr 6;17(4):507. doi: 10.3390/ijms17040507. PubMed PMID: 27058535; PubMed Central PMCID: PMC4848963.

5: Smith MA, Moon H, Chowrira G, Kunst L. Heterologous expression of a fatty acid hydroxylase gene in developing seeds of Arabidopsis thaliana. Planta. 2003 Jul;217(3):507-16. Epub 2003 Mar 18. PubMed PMID: 14520576.

6: Moon H, Smith MA, Kunst L. A condensing enzyme from the seeds of Lesquerella fendleri that specifically elongates hydroxy fatty acids. Plant Physiol. 2001 Dec;127(4):1635-43. PubMed PMID: 11743108; PubMed Central PMCID: PMC133568.

7: Broun P, Somerville C. Accumulation of ricinoleic, lesquerolic, and densipolic acids in seeds of transgenic Arabidopsis plants that express a fatty acyl hydroxylase cDNA from castor bean. Plant Physiol. 1997 Mar;113(3):933-42. PubMed PMID: 9085577; PubMed Central PMCID: PMC158213.

8: Salywon AM, Dierig DA, Rebman JP, de Rodríguez DJ. Evaluation of new Lesquerella and Physaria (Brassicaceae) oilseed germplasm. Am J Bot. 2005 Jan;92(1):53-62. doi: 10.3732/ajb.92.1.53. PubMed PMID: 21652384.

9: Broun P, Shanklin J, Whittle E, Somerville C. Catalytic plasticity of fatty acid modification enzymes underlying chemical diversity of plant lipids. Science. 1998 Nov 13;282(5392):1315-7. PubMed PMID: 9812895.

10: Reed DW, Taylor DC, Covello PS. Metabolism of Hydroxy Fatty Acids in Developing Seeds in the Genera Lesquerella (Brassicaceae) and Linum (Linaceae). Plant Physiol. 1997 May;114(1):63-68. PubMed PMID: 12223689; PubMed Central PMCID: PMC158279.