Pyracrenic acid

CAS# 80832-44-6

Pyracrenic acid

2D Structure

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Quality Control of Pyracrenic acid

3D structure

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Pyracrenic acid

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Chemical Properties of Pyracrenic acid

Cas No. 80832-44-6 SDF Download SDF
PubChem ID 6439576 Appearance Powder
Formula C39H54O6 M.Wt 618.85
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
SMILES CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)C)C(=O)O
Standard InChIKey MNUNUJQYFJZRHQ-VZLLCJDWSA-N
Standard InChI InChI=1S/C39H54O6/c1-23(2)25-14-19-39(34(43)44)21-20-37(6)26(33(25)39)10-12-30-36(5)17-16-31(35(3,4)29(36)15-18-38(30,37)7)45-32(42)13-9-24-8-11-27(40)28(41)22-24/h8-9,11,13,22,25-26,29-31,33,40-41H,1,10,12,14-21H2,2-7H3,(H,43,44)/b13-9+/t25-,26+,29-,30+,31-,33+,36-,37+,38+,39-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Pyracrenic acid

The aerial roots of Ficus microcarpa.

Biological Activity of Pyracrenic acid

Description1. Pyracrenic acid shows significant cytotoxic activities against human cancer cells COLO 205 and AGS. 2. Pyracrenic acid is a potent elastase inhibitor with an IC50 value of 1.5 mg/mL. 3. Pyracrenic acid shows DPPH radical scavenging activity.

Pyracrenic acid Dilution Calculator

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Pyracrenic acid Molarity Calculator

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Preparing Stock Solutions of Pyracrenic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6159 mL 8.0795 mL 16.159 mL 32.318 mL 40.3975 mL
5 mM 0.3232 mL 1.6159 mL 3.2318 mL 6.4636 mL 8.0795 mL
10 mM 0.1616 mL 0.808 mL 1.6159 mL 3.2318 mL 4.0398 mL
50 mM 0.0323 mL 0.1616 mL 0.3232 mL 0.6464 mL 0.808 mL
100 mM 0.0162 mL 0.0808 mL 0.1616 mL 0.3232 mL 0.404 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Pyracrenic acid

Cytotoxic triterpenoids from the root bark of Helicteres angustifolia.[Pubmed:18421748]

Chem Biodivers. 2008 Apr;5(4):565-74.

Three new triterpenoids, 3beta-acetoxy-27-[(E)-cinnamoyloxy]lup-20(29)-en-28-oic acid methyl ester (1), 3beta-acetoxy-27-[(4-hydroxybenzoyl)oxy]lup-20(29)-en-28-oic acid (2), and 3beta-acetoxy-27-[(4-hydroxybenzoyl)oxy]olean-12-en-28-oic acid methyl ester (3), together with nine known triterpenoids, 4-12, were isolated from the root bark of Helicteres angustifolia. The structures of these compounds were established on the basis of spectroscopic methods including 2D-NMR experiments. All twelve compounds were tested for their cytotoxic activities against human colorectal cancer (COLO 205), human hepatoma (Hep G2), and human gastric cancer (AGS) cell lines in vitro. Among them, compounds 2, 3, 3beta-O-[(E)-coumaroyl]betulinic acid (6), and Pyracrenic acid (7) showed significant cytotoxic activities against human cancer cells COLO 205 and AGS.

[Chemical constituents from the aerial roots of Ficus microcarpa].[Pubmed:23236824]

Zhong Yao Cai. 2012 Jun;35(6):904-8.

OBJECTIVE: To study the chemical constituents of the aerial roots of Ficus microcarpa. METHODS: The compounds were isolated and purified by column chromatographic methods on silica gel and Sephadex LH-20. Their structures were elucidated by physicochemical properties and spectral data. RESULTS: 12 compounds were isolated from the 95% ethanol extract. Their structures were idenified as 3beta-hydroxy-11-oxours-12-ene (1), 3beta-acetoxy-11-oxours-12-ene (2), oleanic acid (3), 3beta-hydroxy-oleana-11,13 (18)-dien-28-oic acid (4), betulinic acid (5), Pyracrenic acid (6), platanic acid (7), isowigtheone (8), myrsininone A (9), derrone (10), alpinumisoflavone (11) and caffeic acid methyl ester (12), respectively. CONCLUSION: Compounds 4, 6, 12 are obtained from this genus for the first time, compounds 1, 7 - 11 are isolated from this plant for the first time.

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