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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

Molecular Formula C12H20O4
Molecular Weight 228.2848
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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

Curator's Comment: With his first postdoctoral fellow, James English, Jr., he isolated the active substance which called traumatic acid.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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.
Substance Class Chemical
Created
by admin
on Wed Jul 05 23:16:35 UTC 2023
Edited
by admin
on Wed Jul 05 23:16:35 UTC 2023
Record UNII
L7ND24937H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRAUMATIC ACID
MI  
Systematic Name English
TRANS-2-DODECENEDIOIC ACID
Systematic Name English
FEMA NO. 4944
Code English
TRAUMATIC ACID [MI]
Common Name English
NSC-8125
Code English
2E-DODECENEDIOIC ACID
Systematic Name English
Code System Code Type Description
PUBCHEM
5283028
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY
WIKIPEDIA
TRAUMATIC ACID
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY
MESH
C509089
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY
CAS
6402-36-4
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY
CHEBI
545687
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY
NSC
8125
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY
EPA CompTox
DTXSID00863778
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY
FDA UNII
L7ND24937H
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY
MERCK INDEX
M11007
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
229-019-4
Created by admin on Wed Jul 05 23:16:35 UTC 2023 , Edited by admin on Wed Jul 05 23:16:35 UTC 2023
PRIMARY