CAS 79-54-9

(-)-Levopimaric acid

Description:

(-)-Levopimaric acid is a naturally occurring organic compound classified as a resin acid, primarily derived from pine tree resins. It is characterized by its bicyclic structure, which includes a cyclopentane ring fused to a cyclohexene ring, featuring a carboxylic acid functional group. This compound is typically a white to pale yellow solid at room temperature and is sparingly soluble in water but soluble in organic solvents such as ethanol and ether. (-)-Levopimaric acid exhibits a characteristic odor and has been studied for its potential applications in the production of adhesives, coatings, and as a precursor for various chemical syntheses. Additionally, it possesses antimicrobial properties, making it of interest in pharmaceutical and agricultural applications. The compound's stereochemistry, indicated by the prefix "(-)", denotes its specific optical activity, which is important in determining its reactivity and interaction with biological systems. Overall, (-)-Levopimaric acid is significant in both industrial and research contexts due to its unique chemical properties and potential utility.

Formula: C₂₀H₃₀O₂

InChI: InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,12-13,16-17H,5,7-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1

InChI key: InChIKey=RWWVEQKPFPXLGL-ONCXSQPRSA-N

SMILES: C[C@@]12[C@]([C@@](C(O)=O)(C)CCC1)(CCC=3[C@@]2(CC=C(C(C)C)C3)[H])[H]

Synonyms:

• (1R,4aR,4bS,10aR)-1,2,3,4,4a,4b,5,9,10,10a-Decahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylic acid
• (5Xi)-Abieta-8(14),12-Dien-18-Oic Acid
• 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aR,4bS,10aR)-
• 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R-(1alpha,4abeta, 4balpha,10aalpha))-
• 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1theta-(1alpha,4abeta,4balpha,10aalpha))-
• 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1α,4aβ,4bα,10aα)]-
• 13-Isopropylpodocarpa-8(14),12-dien-15-oic acid
• <span class="text-smallcaps">L</span>-Pimaric acid
• Abieta-8(14),12-Dien-18-Oic Acid
• Nsc 4827
• Podocarpa-8(14),12-dien-15-oic acid, 13-isopropyl-
• Podocarpa-8(14),12-dien-15-oic acid, 13-isopropyl- (8CI)
• beta-Pimaric acid
• delta6,8(14)-Abietadienoic acid
• l-Pimaric acid
• l-Sapietic acid
• Δ^6,8(14)-Abietadienoic acid
• β-Pimaric acid

Levopimaric acid

CAS: 79-54-9

Levopimaric acid: plant-based diterpene with anticancer, antioxidant, antibacterial, and heart benefits. Promotes cancer cell death.

Formula: C₂₀H₃₀O₂

Color and Shape: Solid

Molecular weight: 302.458

Ref: TM-T40905

Levopimaric Acid

CAS: 79-54-9

Formula: C₂₀H₃₀O₂

Molecular weight: 302.46

Ref: 4Z-P-489004

Levopimaric Acid

Controlled Product

CAS: 79-54-9

Stability Air Sensitive
Applications Levopimaric Acid is a major component of pine oleoresin. It is an abietane-type of diterpene resin acid and has antibacterial, cardiovascular, and antioxidant properties.
References Kersten, P. J., et al.: J. Chem. Ecol., 32(12), 2679-85 (2006)

Formula: C₂₀H₃₀O₂

Color and Shape: White To Off-White

Molecular weight: 302.45

Ref: TR-L375910

Levopimaric acid

Controlled Product

CAS: 79-54-9

Levopimaric acid is a type of resin acid, which is a naturally occurring compound primarily derived from the resin of pine trees. It is classified as a diterpenoid, a group of chemical compounds known for their complex structure and diverse functionalities. The mode of action of levopimaric acid involves its role as a key intermediate in the biosynthesis of other resin acids, affecting the properties of the resin through its chemical stability and reactivity.

Formula: C₂₀H₃₀O₂

Purity: (%) Min. 85%

Color and Shape: Powder

Molecular weight: 302.45 g/mol

Ref: 3D-FL168574