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Details

Stereochemistry ACHIRAL
Molecular Formula C16H32O2S
Molecular Weight 288.489
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TETRADECYLTHIOACETIC ACID

SMILES

CCCCCCCCCCCCCCSCC(O)=O

InChI

InChIKey=IPBCWPPBAWQYOO-UHFFFAOYSA-N
InChI=1S/C16H32O2S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-19-15-16(17)18/h2-15H2,1H3,(H,17,18)

HIDE SMILES / InChI

Molecular Formula C16H32O2S
Molecular Weight 288.489
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Tetradecylthioacetic acid (TTA) is a hypolipidemic antioxidant with immunomodulating properties involving activation of peroxisome proliferator-activated receptors (PPARs). TTA exerts both hypolipidemic and anti-inflammatory effects in psoriasis patients - TTA can be of therapeutic benefit for a subgroup of psoriatic patients. TTA may improve myocardial function in heart failure, potentially involving its ability to decrease the availability of free fatty acids in plasma and increase the myocardial proportion of n-3 polyunsaturated fatty acids. TTA attenuates dyslipidemia in patients with type 2 diabetes mellitus. These effects may occur through mechanisms involving PPAR-alpha and PPAR-delta activation, resulting in increased mitochondrial fatty acid oxidation.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
9 mg/L
600 mg 1 times / day multiple, oral
TETRADECYLTHIOACETIC ACID serum
Homo sapiens
14 mg/L
1000 mg 1 times / day multiple, oral
TETRADECYLTHIOACETIC ACID serum
Homo sapiens
2.9 mg/L
200 mg single, oral
TETRADECYLTHIOACETIC ACID serum
Homo sapiens
11.5 mg/L
600 mg single, oral
TETRADECYLTHIOACETIC ACID serum
Homo sapiens
4 mg/L
200 mg 1 times / day multiple, oral
TETRADECYLTHIOACETIC ACID serum
Homo sapiens
11 mg/L
1000 mg single, oral
TETRADECYLTHIOACETIC ACID serum
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
1000mg capsules once daily for 28 days
Route of Administration: Oral
In Vitro Use Guide
In cultured human skeletal muscle cells (myotubes), 24-h preincubation with 100 uM of tetradecylthioacetic acid significantly enhanced production of [1-14C]CO2 from oxidation of [1-14C]oleic acid in a dose-responsive manner.
Substance Class Chemical
Record UNII
7ZU5I25S2O
Record Status Validated (UNII)
Record Version