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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H16
Molecular Weight 136.234
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIMONENE, (-)-

SMILES

CC(=C)[C@H]1CCC(C)=CC1

InChI

InChIKey=XMGQYMWWDOXHJM-SNVBAGLBSA-N
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m1/s1

HIDE SMILES / InChI

Description

(-)-Limonene is found in mint oils and has a piney, turpentine-like odor. (-)-Limonene has an antioxidant effect and it cause rat myometrial contraction through activation of the A2A receptor and opening of the voltage-gated Ca(2+) channel. It is a natural larvicidal agents against A. aegypti. (-)-Limonene induced accumulation of protein droplets containing alpha 2 mu-globulin in proximal tubular epithelial cells in male rats, inducing nephropathy.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
5, 25 or 50 mg/kg once daily (one week)
Route of Administration: Oral
In Vitro Use Guide
S-limonene is a weak inhibitor of the prenylation enzymes geranylgeranyltransferase type I enzyme and farnesyltransferase (IC50 > 40mM for both).