isopimaric acid

Also known as (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid, 4-Epi-isopimaric acid, 13beta-Methyl-13-vinylpodocarp-7-ene-15-oic Acid, Miropinic Acid, Micropinic acid, 7,15-Isopimaradien-18-oic acid, 7-ethenyl-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene-1-carboxylic acid, (13S)-pimara-7,15-dien-18-oic acid

chemical compound

Chemical data

Formula: C20H30O2
Molecular weight: 302.5 g/mol
IUPAC name: (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
SMILES: C[C@@]1(CC[C@H]2C(=CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)O)C)C1)C=C
InChIKey: MXYATHGRPJZBNA-KRFUXDQASA-N
XLogP: 5.3
Polar surface area: 37.3 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

88 papers

The Diterpene Isopimaric Acid Modulates the Phytohormone Pathway to Promote Oryza sativa L. Rice Seedling Growth.Current issues in molecular biology · 2024
Isopimaric acid, an ion channel regulator, regulates calcium and oxidative phosphorylation pathways to inhibit breast cancer proliferation and metastasis.Toxicology and applied pharmacology · 2023
Isopimaric acid derived from Torreya nucifera blocks autophagy and mitophagy to sensitize colon cancer cells to nutrient starvation.Cell stress & chaperones · 2026
Anti‑epileptic mechanism of isopimaric acid from Platycladi cacumen based on network pharmacology, molecular docking and biological validation.Experimental and therapeutic medicine · 2024
Isopimaric acid from Pinus nigra shows activity against multidrug-resistant and EMRSA strains of Staphylococcus aureus.Phytotherapy research : PTR · 2005

via PubMed

Wikidata facts

Has part: carbon
Mass: 302.22458

Show 5 more facts

found in taxon: Juniperus scopulorum
chemical formula: C₂₀H₃₀O₂
canonical SMILES: CC1(CCC2C(=CCC3C2(CCCC3(C)C(=O)O)C)C1)C=C
isomeric SMILES: C[C@@]1(CC[C@H]2C(=CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)O)C)C1)C=C
subject has role: ionophore

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