ISOPIMARIC ACID
- Product Name
- ISOPIMARIC ACID
- CAS No.
- 5835-26-7
- Chemical Name
- ISOPIMARIC ACID
- Synonyms
- isopimaricaci;Δ7,15-IsopiMaric Acid;7,15-IsopiMaradien-18-oic Acid;13β-Methyl-13-vinylpodocarp-7-en-18-oic acid;13-Methyl-17-norabieta-7,15-diene-18-oic acid;(-)-13β-Methyl-13-vinylpodocarp-7-en-15-oic Acid;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;(1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene-1-carboxylic 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
- CBNumber
- CB1503654
- Molecular Formula
- C20H30O2
- Formula Weight
- 302.45
- MOL File
- 5835-26-7.mol
ISOPIMARIC ACID Property
- 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
- RIDADR
- UN 3077 9 / PGIII
- WGK Germany
- 3
N-Bromosuccinimide Price
- Product number
- I6783
- Product name
- Isopimaric Acid
- Purity
- ≥98% (GC), powder
- Packaging
- 5mg
- Price
- $140.6
- Updated
- 2025/07/31
- Product number
- I6783
- Product name
- Isopimaric Acid
- Purity
- ≥98% (GC), powder
- Packaging
- 25mg
- Price
- $571
- Updated
- 2025/07/31
- Product number
- I821940
- Product name
- Isopimaric Acid
- Packaging
- 100mg
- Price
- $1390
- Updated
- 2021/12/16
- Product number
- FI24693
- Product name
- Isopimaric acid
- Packaging
- 1mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- FI24693
- Product name
- Isopimaric acid
- Packaging
- 2mg
- Price
- $100
- Updated
- 2021/12/16
ISOPIMARIC ACID Chemical Properties,Usage,Production
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
Raw materials
Preparation Products
ISOPIMARIC ACID Suppliers
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- Country
- Switzerland
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View Lastest Price from ISOPIMARIC ACID manufacturers
- Product
- ISOPIMARIC ACID 5835-26-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 95--99%
- Supply Ability
- 1ton
- Release date
- 2020-01-03