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Ent-16Α,17-Dihydroxy-19-Kauranoic Acid

CAS# 74365-74-5

Ent-16Α,17-Dihydroxy-19-Kauranoic Acid

Catalog No. BCC9227----Order now to get a substantial discount!

Product Name & Size Price Stock
Ent-16Α,17-Dihydroxy-19-Kauranoic Acid: 5mg Please Inquire In Stock
Ent-16Α,17-Dihydroxy-19-Kauranoic Acid: 10mg Please Inquire In Stock
Ent-16Α,17-Dihydroxy-19-Kauranoic Acid: 20mg Please Inquire Please Inquire
Ent-16Α,17-Dihydroxy-19-Kauranoic Acid: 50mg Please Inquire Please Inquire
Ent-16Α,17-Dihydroxy-19-Kauranoic Acid: 100mg Please Inquire Please Inquire
Ent-16Α,17-Dihydroxy-19-Kauranoic Acid: 200mg Please Inquire Please Inquire
Ent-16Α,17-Dihydroxy-19-Kauranoic Acid: 500mg Please Inquire Please Inquire
Ent-16Α,17-Dihydroxy-19-Kauranoic Acid: 1000mg Please Inquire Please Inquire
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Quality Control of Ent-16Α,17-Dihydroxy-19-Kauranoic Acid

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Chemical structure

Ent-16Α,17-Dihydroxy-19-Kauranoic Acid

3D structure

Chemical Properties of Ent-16Α,17-Dihydroxy-19-Kauranoic Acid

Cas No. 74365-74-5 SDF Download SDF
PubChem ID 469209 Appearance Powder
Formula C20H32O4 M.Wt 336.5
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC12CCCC(C1CCC34C2CCC(C3)C(C4)(CO)O)(C)C(=O)O
Standard InChIKey MRBLTWPEPGRXQN-WMUQSPHGSA-N
Standard InChI InChI=1S/C20H32O4/c1-17-7-3-8-18(2,16(22)23)14(17)6-9-19-10-13(4-5-15(17)19)20(24,11-19)12-21/h13-15,21,24H,3-12H2,1-2H3,(H,22,23)/t13-,14+,15+,17-,18-,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 Ent-16Α,17-Dihydroxy-19-Kauranoic Acid

The herbs of Siegesbeckia orientalis

Biological Activity of Ent-16Α,17-Dihydroxy-19-Kauranoic Acid

Description16beta,17-Dihydroxy-ent-kaurane-19-oic acid as an anti-HIV principle, it showed significant activity against HIV replication in H9 lymphocyte cells with an EC50 value of 0.8 microgram/mL. It also possesses the activities of decompression and blood viscosity depression.
TargetsHIV
In vitro

Identification of ent-16 beta, 17-dihydroxykauran-19-oic acid as an anti-HIV principle and isolation of the new diterpenoids annosquamosins A and B from Annona squamosa.[Pubmed: 8786370 ]

J Nat Prod. 1996 Jun;59(6):635-7.


METHODS AND RESULTS:
Phytochemical analysis of the fruits of Annona squamosa yielded 12 known kaurane derivatives (1-11, 13) and two new kaurane diterpenoids, which have been named annosquamosin A (16 beta-hydroxy-17-acetoxy-ent-kauran-19-al) (12) and annosquamosin B (19-nor-ent-kaurane-4 alpha,16 beta,-17-triol) (14). The structures of the new compounds were established by spectral analyses and chemical evidence.
CONCLUSIONS:
Among these 14 compounds, 16 beta, 17-dihydroxy-ent-kauran-19-oic acid (16beta,17-Dihydroxy-ent-kaurane-19-oic acid, 2) showed significant activity against HIV replication in H9 lymphocyte cells with an EC50 value of 0.8 microgram/mL (therapeutic index > 5).

Diterpenes from Helianthus annuus and their cytotoxicity in vitro.[Pubmed: 17518044]

Yao Xue Xue Bao. 2007 Feb;42(2):166-70.


METHODS AND RESULTS:
To search for bioactive compounds from the flower disc of Helianthus annuus L., chromatography was used to isolate and purify the chemical constituents, their structures were identified by spectral analysis, MTT method was applied to investigate their cytotoxic activities, some compounds showed moderate cytotoxic activities on SF-268, MCF-7 and HepG2 cell lines. Eleven compounds were obtained from the flower disc of H. annuus, and identified as ent-kaurane-2alpha, 16alpha-diol (1) and entkaurane-15alpha,16alpha-epoxy-17-al-19-oic acid (2), and nine known diterpenes, ent-kaurane-16P-ol (3), phyllocladan-16beta-ol (4) , ent-atisan-16a-ol (5) , grandifloric acid (6) , angeloylgrandifloric acid (7), ent-kaurane-16-en-19-oic acid (8), ent-kaurane-17-hydroxy-15-en-19-oic acid (9), ent-kaurane-16beta, 17-dihydroxy-19-oic acid (16beta,17-Dihydroxy-ent-kaurane-19-oic acid,10), and ciliaric acid (11).
CONCLUSIONS:
Compounds 1 and 2 are new compounds, some compounds showed cytotoxic activities on SF-268, MCF-7 and HepG2 cell lines.

In vivo

Effects of ent-16#beta#, 17-dihydroxy-kauran-19-oic acid on decompression and blood viscosity[Reference: WebLink]

Baiqiuen Yike Daxue Xuebao,Jan 2001, 27(5):472-474.


METHODS AND RESULTS:
ABP, LVSP, ±dp/dt_(max), HR, DBP and blood viscosity of rabbits were depressed after duodenum administration compared with before drug. ent-16#beta#, 17-dihydroxy-kauran-19-oic acid(16beta,17-Dihydroxy-ent-kaurane-19-oic acid)possesses the activities of decompression and blood viscosity depression.

Ent-16Α,17-Dihydroxy-19-Kauranoic Acid Dilution Calculator

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Ent-16Α,17-Dihydroxy-19-Kauranoic Acid Molarity Calculator

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Preparing Stock Solutions of Ent-16Α,17-Dihydroxy-19-Kauranoic Acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9718 mL 14.8588 mL 29.7177 mL 59.4354 mL 74.2942 mL
5 mM 0.5944 mL 2.9718 mL 5.9435 mL 11.8871 mL 14.8588 mL
10 mM 0.2972 mL 1.4859 mL 2.9718 mL 5.9435 mL 7.4294 mL
50 mM 0.0594 mL 0.2972 mL 0.5944 mL 1.1887 mL 1.4859 mL
100 mM 0.0297 mL 0.1486 mL 0.2972 mL 0.5944 mL 0.7429 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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