ISOPIMARIC ACID CAS 5835-26-7
Introduction：Basic information about ISOPIMARIC ACID CAS 5835-26-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
ISOPIMARIC ACID Basic information
| Product Name: | ISOPIMARIC ACID |
| Synonyms: | 1-phenanthrenecarboxylicacid,7-ethenyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahyd;7-ethenyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydro-1,4a,7-trimethyl-1-phenanthrenecarboxylicaci;13-Methyl-17-norabieta-7,15-diene-18-oic acid;13β-Methyl-13-vinylpodocarp-7-en-18-oic acid;(-)-13β-Methyl-13-vinylpodocarp-7-en-15-oic Acid;(1R,4aR,4bS,7S,10aR)-7-Ethenyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydro-1,4a,7-triMethyl-1-phenanthrenecarboxylic Acid;7,15-IsopiMaradien-18-oic Acid;Δ7,15-IsopiMaric Acid |
| CAS: | 5835-26-7 |
| MF: | C20H30O2 |
| MW: | 302.45 |
| EINECS: | 200-258-5 |
| Product Categories: | Activators;Aliphatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Monovalent Ion Channels;Potassium Channel Modulators;Voltage-gated Ion Channels |
| Mol File: | 5835-26-7.mol |
ISOPIMARIC ACID Chemical Properties
| Melting point | 160° |
| alpha | D16 -3.6° (10.4% soln in 1:1 alcohol:chloroform) |
| Boiling point | 383.47°C (rough estimate) |
| density | 1.0434 (rough estimate) |
| refractive index | 1.4980 (estimate) |
| storage temp. | -20°C |
| solubility | DMSO: ~26 mg/mL |
| form | solid |
| pka | 4?+-.0.60(Predicted) |
| color | white |
| Stability: | Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| InChI | InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,7,15-16H,1,6,8-13H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1 |
| InChIKey | MXYATHGRPJZBNA-KRFUXDQASA-N |
| SMILES | [C@@]1(C)(C(O)=O)[C@@]2([H])[C@@](C)([C@]3([H])C(=CC2)C[C@](C=C)(C)CC3)CCC1 |
| EPA Substance Registry System | Isopimaric acid (5835-26-7) |
Safety Information
| RIDADR | UN 3077 9 / PGIII |
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Aquatic Acute 1 |
| Description | Isopimaric acid (5835-26-7) is a terpenoid acid that activates BK (voltage-gated potassium) channels when used at 10 μM in HEK293 cells.1 Improves spatial and non-spatial memory in Alzheimer’s mouse model2,3, and significantly improves motor function in a rat spinal cord injury model4. Reduces hyperactivity of spontaneously active auditory networks, EC50=7.8 μM.5 |
| Uses | A potent novel activators of large-conductance Ca2+-activated K+ channel. |
| Definition | ChEBI: Isopimaric acid is a diterpenoid, a carbotricyclic compound and a monocarboxylic acid. It is a conjugate acid of an isopimarate. It derives from a hydride of an isopimara-7,15-diene. |
| General Description | Isopimaric acid, a resin acid produced by conifer trees, is a tricyclic diterpene compound. High levels of isopimaric acid in the hepatocytes of the rainbow trout may impair calcium signalling machinery. Isopimaric acid is a potential big potassium (BK) channel opener. |
| Biochem/physiol Actions | Potent opener of large conductance calcium activated K+ (BK) channels. |
| References | [1] YUJI IMAIZUMI. Molecular basis of pimarane compounds as novel activators of large-conductance Ca(2+)-activated K(+) channel alpha-subunit.[J]. Molecular Pharmacology, 2002, 62 4: 836-846. DOI:10.1124/mol.62.4.836 [2] LI WANG . Cognitive recovery by chronic activation of the large-conductance calcium-activated potassium channel in a mouse model of Alzheimer’s disease[J]. Neuropharmacology, 2015, 92: Pages 8-15. DOI:10.1016/j.neuropharm.2014.12.033 [3] FURONG WANG . Improvement of spatial learning by facilitating large-conductance calcium-activated potassium channel with transcranial magnetic stimulation in Alzheimer’s disease model mice[J]. Neuropharmacology, 2015, 97: Pages 210-219. DOI:10.1016/j.neuropharm.2015.05.027 [4] MARIANNE JACOBSEN. Activation of the Large-Conductance, Voltage, and Ca2+- Activated K+ (BK) Channel in Acute Spinal Cord Injury in the Wistar Rat Is Neuroprotective.[J]. Frontiers in Neurology, 2018: 1107. DOI:10.3389/fneur.2018.01107 [5] CALVIN WU . Pharmacodynamics of potassium channel openers in cultured neuronal networks[J]. European journal of pharmacology, 2014, 732: Pages 68-75. DOI:10.1016/j.ejphar.2014.03.017 |
ISOPIMARIC ACID Preparation Products And Raw materials
| Preparation Products | ISOPIMAROL |
