Details
Stereochemistry | ACHIRAL |
Molecular Formula | C20H34O2 |
Molecular Weight | 306.4828 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 3 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O
InChI
InChIKey=HOBAELRKJCKHQD-QNEBEIHSSA-N
InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-
Dihomo-gamma-linolenic acid (DGLA) is an n-6 polyunsaturated fatty acid that is mainly metabolized to an anti-inflammatory eicosanoid, prostaglandin (PG) E1, via the cyclooxygenase (COX) pathway. DGLA exists widely in the human body and daily animal-source foods. Concentrations of DGLA in the serum of atopic dermatitis patients are lower than those in healthy volunteers. DGLA suppressed clinical severity of skin lesions dose-dependently, with an increase in DGLA contents in phospholipids of skin, spleen, and plasma. Discontinuation of DGLA administration resulted in the onset of dermatitis and a decrease in DGLA contents in skin, spleen, and plasma. These findings indicate that oral administration of DGLA effectively prevents the development of atopic dermatitis in NC/Nga mice. DGLA may have an anti-atherosclerotic effect in apoE-deficient mice via PGE1 formation. As dihomo-γ-linolenic acid and arachidonic acid compete for processing by these oxidation enzymes, introduction of dihomo-γ-linolenic acid to platelets is correlated to suppression of arachidonic acid metabolites and promotion of dihomo-γ-linolenic acid metabolites such as PGE1, which produces an antithrombotic effect.
Approval Year
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Classification Tree | Code System | Code | ||
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DSLD |
3242 (Number of products:9)
Created by
admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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NCI_THESAURUS |
C68359
Created by
admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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DSLD |
4124 (Number of products:2)
Created by
admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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NCI_THESAURUS |
C2563
Created by
admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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Code System | Code | Type | Description | ||
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DIHOMO-GAMMA-LINOLENIC ACID
Created by
admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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217-233-0
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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53460
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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1783-84-2
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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53486
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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FC398RK06S
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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DTXSID00912351
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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157667
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36036
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10359
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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C68343
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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300000038033
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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DB00154
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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5280581
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admin on Sat Dec 16 02:10:51 GMT 2023 , Edited by admin on Sat Dec 16 02:10:51 GMT 2023
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)