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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
Structure of TRAUMATIC ACID

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+

HIDE SMILES / InChI

Description

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

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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.