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Details

Stereochemistry ACHIRAL
Molecular Formula C17H34O2
Molecular Weight 270.4507
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MARGARIC ACID

SMILES

CCCCCCCCCCCCCCCCC(O)=O

InChI

InChIKey=KEMQGTRYUADPNZ-UHFFFAOYSA-N
InChI=1S/C17H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3,(H,18,19)

HIDE SMILES / InChI

Molecular Formula C17H34O2
Molecular Weight 270.4507
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

Margaric acid (Heptadecanoic acid, C17) is a fatty acid of exogenous (primarily ruminant) origin. Many "odd" length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Heptadecanoic acid constitutes 0.61% of milk fat and 0.83% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. Margaric acid is a metabolite in glutamate and lipid metabolism in vivo. Blood-brain barrier permeable. Orally active. Possibly involved in anti-tumor activity.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
120.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
intravenous-mouse LD50 - 36 mg/kg intraperitoneal-mouse LD - > 500 mg/kg
Route of Administration: Other
In Vitro Use Guide
Margaric acid (Heptadecanoic acid, C17) showed high inhibitory activity for HL-60 cell proliferation with IC(50) value of 120+/-23 uM.
Substance Class Chemical
Record UNII
V987Y9OZ8L
Record Status Validated (UNII)
Record Version