Details
Stereochemistry | ACHIRAL |
Molecular Formula | C12H20O4 |
Molecular Weight | 228.2848 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCCCCCCC\C=C\C(O)=O
InChI
InChIKey=MAZWDMBCPDUFDJ-VQHVLOKHSA-N
InChI=1S/C12H20O4/c13-11(14)9-7-5-3-1-2-4-6-8-10-12(15)16/h7,9H,1-6,8,10H2,(H,13,14)(H,15,16)/b9-7+
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/27423205
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27423205
Traumatic acid (TA) is a plant hormone (cytokinin) that in terms of chemical structure belongs to the group of fatty acids derivatives. It was isolated from Phaseolus vulgaris. It was discovered, that TA showed a stimulatory effect on antioxidative enzyme activity, reduced glutathione, thiol group content, and lipid peroxidation in physiological conditions. TA exhibited protective properties against ROS production. Thus, TA could be a potentially powerful agent with applications in the treatment of many skin diseases connected with oxidative stress and collagen biosynthesis disorders.
Originator
Sources: http://www.nasonline.org/publications/biographical-memoirs/memoir-pdfs/bonner-james-f.pdf
Curator's Comment: With his first postdoctoral fellow, James English, Jr., he isolated the active substance which called traumatic acid.
Approval Year
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27423205
Traumatic acid (TA) stimulated cell proliferation and biochemical processes connected with cell division, like: protein, nucleic acid and photosynthetic dye biosynthesis and photosynthesis intensity. TA could act in human cells, e.g., fibroblasts in the same way it acted at the molecular level in unsaturated fatty acids. Traumatic acid (TA) influence on tested parameters was examined in normal human skin fibroblasts in physiological conditions, without any stress factors. The fibroblast cell line was maintained in DMEM supplemented with 10 % FBS at 37 °C in a humified atmosphere of 5 % CO2 in air. Fibroblasts at a density of 1 × 105 cells/ml were incubated with or without the test compound in tissue culture in six-well plates in 2 ml of culture medium. The cell number was calculated at TA concentrations of 10−4, 10−5, 10−6 and 10−7 M. Collagen content in cells and medium, total protein content, SDS-PAGE and basic oxidative stress parameters such as: antioxidant enzyme activity, reduced glutathione and SH-group content and lipid peroxidation were studied at two TA concentrations: 10−5 and 10−6 M.
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5283028
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TRAUMATIC ACID
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C509089
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6402-36-4
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545687
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8125
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DTXSID00863778
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L7ND24937H
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m11007
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229-019-4
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SUBSTANCE RECORD