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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
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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.
EPA Substance Registry System
Isopimaric acid (5835-26-7)
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Safety

RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I6783
Product name
Isopimaric Acid
Purity
≥98% (GC), powder
Packaging
5mg
Price
$144
Updated
2024/03/01
Sigma-Aldrich
Product number
I6783
Product name
Isopimaric Acid
Purity
≥98% (GC), powder
Packaging
25mg
Price
$555
Updated
2024/03/01
TRC
Product number
I821940
Product name
Isopimaric Acid
Packaging
100mg
Price
$1390
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
BIO0000469
Product name
ISOPIMARIC ACID
Purity
95.00%
Packaging
100MG
Price
$1963.5
Updated
2021/12/16
AK Scientific
Product number
9582AF
Product name
Isopimaric Acid
Packaging
5mg
Price
$320
Updated
2021/12/16
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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

Imaizumi et al. (2002), Molecular basis of pimarane compounds as novel activators of large-conductance CA(2+)-activated K(+) channel alpha-subunit; Mol. Pharmacol., 62 836 Wang et al. (2015), Cognitive recovery by chronic activation of the large-conductance calcium-activated potassium channel in a mouse model of Alzheimer’s disease; Neuropharmacology, 92 8 Wang et al. (2015), Improvement of spatial learning by facilitating large-conductance calcium-activated potassium channel with transcranial magnetic stimulation in Alzheimer’s disease model mice; Neuropharmacology, 97 210 Jacobsen et al. (2018), Activation of the Large-conductance, Voltage, and Ca2+-Activated K+ (BK) Channel in Acute Spinal Cord Injury in the Wistar Rat is Neuroprotective; Front. Neurol., 9 1107 Wu et al. (2014), Pharmacodynamics of potassium channel openers in cultured neuronal networks; Eur. J. Pharmacol., 732 68

ISOPIMARIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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ISOPIMARIC ACID Suppliers

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Chembest Research Laboratories Limited
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021-20908456
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021-58180499
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sales@BioChemBest.com
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Chemsky (shanghai) International Co.,Ltd
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021-50135380
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shchemsky@sina.com
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China
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BioBioPha Co., Ltd.
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0871-65217109 13211707573;
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0871-65215563
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y.liu@mail.biobiopha.com
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China
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ChemStrong Scientific Co.,Ltd
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0755-0755-66853366 13670046396
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0755-28363542
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sales@chem-strong.com
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Wuxi Zhongkun Biochemical Technology Co., Ltd.
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Shanghai Yongye Biotechnology Co., Ltd.
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Sigma-Aldrich
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021-61415566 800-8193336
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orderCN@merckgroup.com
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ALB Technology Limited
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702-983-3769
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702-983-3769
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sales@albtechnology.com
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United States
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Wuhan ChemFaces Biochemical Co., Ltd.
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18607101326 15172504745
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+86-27-84254680
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aileen@chemfaces.com
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View Lastest Price from ISOPIMARIC ACID manufacturers

Career Henan Chemical Co
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

5835-26-7, ISOPIMARIC ACIDRelated Search:


  • 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
  • (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
  • 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydro-1,4a,7-trimethyl-, (1R,4aR,4bS,7S,10aR)-
  • isopimaricaci
  • 5835-26-7
  • Activators
  • Aliphatics
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Monovalent Ion Channels
  • Potassium Channel Modulators
  • Voltage-gated Ion Channels