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1mg |
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5mg |
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Other Sizes |
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Purity: ≥98%
Dextropimaric acid (Pimaric acid), a resin acid isolated from A. cordata and various pines, is a shaker channel opener. It acts by inhibiting of TNF-α-induced MMP-9 production and HASMC migration via down-regulated NF-κB and AP-1. It reduces mRNA expression, protein levels, and promoter activity of matrix metalloproteinase-9 (MMP-9) in TNF-α-stimulated human aortic smooth muscle cells (HASMCs).
References |
: HARRIS GC, SANDERSON TF. Resin acids; the position of the ring double bond in dextropimaric acid and the structure of isodextropimaric acid. J Am Chem Soc. 1948 Jun;70(6):2081-5. PubMed PMID: 18863802.
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Additional Infomation |
(+)-Pimaric acid is a diterpenoid.
Pimaric acid has been reported in Abies holophylla, Pinus nigra, and other organisms with data available. |
Molecular Formula |
C20H30O2
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Molecular Weight |
302.5
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Exact Mass |
302.224
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CAS # |
471-74-9
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Related CAS # |
127-27-5
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PubChem CID |
220338
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Appearance |
White to off-white solid powder
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Density |
1.1±0.1 g/cm3
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Boiling Point |
413.2±45.0 °C at 760 mmHg
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Melting Point |
217-219°
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Flash Point |
198.7±23.4 °C
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Vapour Pressure |
0.0±2.1 mmHg at 25°C
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Index of Refraction |
1.538
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LogP |
6.6
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Hydrogen Bond Donor Count |
1
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Hydrogen Bond Acceptor Count |
2
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Rotatable Bond Count |
2
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Heavy Atom Count |
22
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Complexity |
534
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Defined Atom Stereocenter Count |
5
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SMILES |
C[C@@]1(CC[C@H]2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)O)C)C=C
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InChi Key |
MHVJRKBZMUDEEV-APQLOABGSA-N
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InChi Code |
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/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18+,19+,20+/m0/s1
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Chemical Name |
(1R,4aR,4bS,7S,10aR)-7-Ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
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Synonyms |
D-Pimaric acid NSC-2956 NSC 2956 NSC2956Dextropimaric acid Pimaric acid D Pimaric acid
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : ~100 mg/mL (~330.63 mM)
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Solubility (In Vivo) |
Solubility in Formulation 1: 2.5 mg/mL (8.27 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (8.27 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (8.27 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.3058 mL | 16.5289 mL | 33.0579 mL | |
5 mM | 0.6612 mL | 3.3058 mL | 6.6116 mL | |
10 mM | 0.3306 mL | 1.6529 mL | 3.3058 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.