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7alpha,15-Dihydroxydehydroabietic acid

CAS# 155205-64-4

7alpha,15-Dihydroxydehydroabietic acid

2D Structure

Catalog No. BCN7672----Order now to get a substantial discount!

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7alpha,15-Dihydroxydehydroabietic acid: 5mg $914 In Stock
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Quality Control of 7alpha,15-Dihydroxydehydroabietic acid

3D structure

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7alpha,15-Dihydroxydehydroabietic acid

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Chemical Properties of 7alpha,15-Dihydroxydehydroabietic acid

Cas No. 155205-64-4 SDF Download SDF
PubChem ID 12047563 Appearance Powder
Formula C20H28O4 M.Wt 332.43
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,4aS,9R,10aR)-9-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
SMILES CC12CCCC(C1CC(C3=C2C=CC(=C3)C(C)(C)O)O)(C)C(=O)O
Standard InChIKey ALGYTGOYQATWBA-XNFNUYLZSA-N
Standard InChI InChI=1S/C20H28O4/c1-18(2,24)12-6-7-14-13(10-12)15(21)11-16-19(14,3)8-5-9-20(16,4)17(22)23/h6-7,10,15-16,21,24H,5,8-9,11H2,1-4H3,(H,22,23)/t15-,16-,19-,20-/m1/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 7alpha,15-Dihydroxydehydroabietic acid

The caulis and leaves of Callicarpa kochiana.

Biological Activity of 7alpha,15-Dihydroxydehydroabietic acid

Description1. 7alpha,15-Dihydroxydehydroabietic acid may exhibit significant cytotoxic activity.
Targetsp53

7alpha,15-Dihydroxydehydroabietic acid Dilution Calculator

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7alpha,15-Dihydroxydehydroabietic acid Molarity Calculator

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Preparing Stock Solutions of 7alpha,15-Dihydroxydehydroabietic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0082 mL 15.0408 mL 30.0815 mL 60.163 mL 75.2038 mL
5 mM 0.6016 mL 3.0082 mL 6.0163 mL 12.0326 mL 15.0408 mL
10 mM 0.3008 mL 1.5041 mL 3.0082 mL 6.0163 mL 7.5204 mL
50 mM 0.0602 mL 0.3008 mL 0.6016 mL 1.2033 mL 1.5041 mL
100 mM 0.0301 mL 0.1504 mL 0.3008 mL 0.6016 mL 0.752 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 7alpha,15-Dihydroxydehydroabietic acid

Pinecone of Pinus koraiensis Inducing Apoptosis in Human Lung Cancer Cells by Activating Caspase-3 and its Chemical Constituents.[Pubmed:28027428]

Chem Biodivers. 2017 Apr;14(4).

Pinecones from Pinus koraiensisSiebold & Zucc. (Pinaceae), which have historically been treated as an undesired waste by-product in the processing of seeds, have recently been shown to contain ingredients with potent biological activities, such as polyphenols exhibiting antitumor activity. With this study, we seek to broaden our understanding of antitumor compounds contained in these pinecones beyond just polyphenols. We found that the water extract of P. koraiensis pinecones exhibits significant cytotoxic activity, with IC50 values ranging from 0.62 to 1.73 mg/ml in four human lung cancer cell lines, A549, H1264, H1299, and Calu-6, irrespective of their p53 status. We also demonstrate that pinecone water extract induces apoptosis associated with caspase-3 activation in the same cancer cell lines. Chemical investigation of the pinecone water extract revealed eight main components (1 - 8), and their structures were identified as dehydroabietic acid (1), 15-hydroxy-7-oxodehydroabietic acid (2), 7beta,15-dihydroxydehydroabietic acid (3), beta-d-glucopyranosyl labda-8(17,13)-diene-(15,16)-lactone-19-oate (4), 7alpha,15-Dihydroxydehydroabietic acid (5), (+)-(1S,2S,4R)-limonene-1,2-diol (6), sobrerol (7), and 4-hydroxybenzoic acid (8). These findings suggest a novel biological application of P. koraiensis pinecones in combatting human lung cancer, and further identify the major compounds that could contribute to this anticancer activity.

Two new abietane diterpenoids from the caulis and leaves of Callicarpa kochiana.[Pubmed:21983345]

Fitoterapia. 2012 Jan;83(1):1-5.

Previous studies revealed that diterpenoids from Callicarpa genus were mainly of clerodane-type and phyllocladane-type, and abietane-type diterpenoids were seldom reported. In this paper, we reported two new abietane diterpenoids, kochianic acid A (1) and kochianic acid B (2), together with two known abietane-type diterpenoids, pedunculatic acid B (3) and 7alpha, 15-dihydroxydehydroabietic acid (4), which were all isolated from Callicarpa kochiana. The structures of the new compounds 1 and 2 were elucidated on the basis of extensive spectroscopic analysis, including HSQC, HMBC, (1)H-(1)H COSY, ROESY and finally confirmed by single-crystal X-ray diffraction.

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