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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
Molecular Weight:
302.45
MDL Number:
MFCD04113116
MOL File:
5835-26-7.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:19

ISOPIMARIC ACID 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
pka 4?+-.0.60(Predicted)
form solid
color white
Stability Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
FDA UNII 1E37K85HHK
EPA Substance Registry System Isopimaric acid (5835-26-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS09
Signal word  Warning
Hazard statements  H400
Precautionary statements  P273
RIDADR  UN 3077 9 / PGIII
WGK Germany  3

ISOPIMARIC ACID price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich I6783 Isopimaric Acid ≥98% (GC), powder 5835-26-7 5mg $144 2024-03-01 Buy
Sigma-Aldrich I6783 Isopimaric Acid ≥98% (GC), powder 5835-26-7 25mg $555 2024-03-01 Buy
TRC I821940 Isopimaric Acid 5835-26-7 100mg $1390 2021-12-16 Buy
American Custom Chemicals Corporation BIO0000469 ISOPIMARIC ACID 95.00% 5835-26-7 100MG $1963.5 2021-12-16 Buy
AK Scientific 9582AF Isopimaric Acid 5835-26-7 5mg $320 2021-12-16 Buy
Product number Packaging Price Buy
I6783 5mg $144 Buy
I6783 25mg $555 Buy
I821940 100mg $1390 Buy
BIO0000469 100MG $1963.5 Buy
9582AF 5mg $320 Buy

ISOPIMARIC ACID Chemical Properties,Uses,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

Global( 65)Suppliers
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Shaanxi Pioneer Biotech Co., Ltd .
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Hubei xin bonus chemical co. LTD
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LEAPCHEM CO., LTD.
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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 6011 61
Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15421 60

View Lastest Price from ISOPIMARIC ACID manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ISOPIMARIC ACID pictures 2020-01-05 ISOPIMARIC ACID
5835-26-7
US $1.00 / KG 1KG 95--99% 1ton Career Henan Chemical Co
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