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ent-Kauran-17,19-dioic acid

CAS# 60761-79-7

ent-Kauran-17,19-dioic acid

Catalog No. BCN4122----Order now to get a substantial discount!

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Quality Control of ent-Kauran-17,19-dioic acid

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Chemical structure

ent-Kauran-17,19-dioic acid

3D structure

Chemical Properties of ent-Kauran-17,19-dioic acid

Cas No. 60761-79-7 SDF Download SDF
PubChem ID 44575984 Appearance Powder
Formula C20H30O4 M.Wt 334.5
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)C(=O)O)(C)C(=O)O
Standard InChIKey HITLMPHPGUZLGI-FDBLAFQCSA-N
Standard InChI InChI=1S/C20H30O4/c1-18-7-3-8-19(2,17(23)24)14(18)6-9-20-10-12(4-5-15(18)20)13(11-20)16(21)22/h12-15H,3-11H2,1-2H3,(H,21,22)(H,23,24)/t12-,13-,14+,15+,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-Kauran-17,19-dioic acid

The herbs of Siegesbeckia orientalis

Protocol of ent-Kauran-17,19-dioic acid

Structure Identification
Journal of Separation Science, 2012, 35(19).

Simultaneous determination of seven major diterpenoids in Siegesbeckia pubescensMakino by high‐performance liquid chromatography coupled with evaporative light scattering detection[Reference: WebLink]


METHODS AND RESULTS:
A novel HPLC method with evaporative light scattering detection was developed for the simultaneous quantification of seven major diterpenoids of two types, including ent‐pimarane type: Kirenol, Hythiemoside B, Darutigenol, and ent‐kaurane type: ent‐16β,17,18‐trihydroxy‐kauran‐19‐oic acid, ent‐17,18‐dihydroxy‐kauran‐19‐oic acid, ent‐16β,17‐dihydroxy‐kauran‐19‐oic acid, 16α‐hydro‐ent-Kauran-17,19-dioic acid in the aerial parts of Siegesbeckia pubescens Makino, an important traditional Chinese medicinal herb. Chromatographic separation was achieved on a Waters Symmetry ShieldTM RP18 column (250 mm× 4.6 mm id, 5 μm) with a gradient mobile phase (A: 0.3% v/v aqueous formic acid and B: acetonitrile) at a flow rate of 1.0 mL/min. The drift tube temperature of evaporative light scattering detection was set at 103°C, and nitrogen flow rate was 3.0 L/min. The method was validated for accuracy, precision, LOD, and LOQ. All calibration curves showed a good linear relationship (r > 0.999) in test range. Precision was evaluated by intra‐ and interday tests that showed RSDs were less than 3.5%. Accuracy validation showed that the recovery was between 96.5 and 102.0% with RSDs below 2.8%.
CONCLUSIONS:
The validated method was successfully applied to determine the contents of seven diterpenoids in the different parts of Siegesbeckia pubescens Makino from two sources and to determine the contents of ent‐pimarane, ent‐kaurane, and total diterpenoids.

ent-Kauran-17,19-dioic acid Dilution Calculator

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Preparing Stock Solutions of ent-Kauran-17,19-dioic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9895 mL 14.9477 mL 29.8954 mL 59.7907 mL 74.7384 mL
5 mM 0.5979 mL 2.9895 mL 5.9791 mL 11.9581 mL 14.9477 mL
10 mM 0.299 mL 1.4948 mL 2.9895 mL 5.9791 mL 7.4738 mL
50 mM 0.0598 mL 0.299 mL 0.5979 mL 1.1958 mL 1.4948 mL
100 mM 0.0299 mL 0.1495 mL 0.299 mL 0.5979 mL 0.7474 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 ent-Kauran-17,19-dioic acid

Comparative pharmacokinetics study of a kaurane diterpenoid after oral administration of monomer and Siegesbeckiae pubescens Makino extract to rats.[Pubmed:24338899]

Biomed Chromatogr. 2014 May;28(5):673-9.

In this paper, a sensitive, rapid and reproducible high-performance liquid chromatography-tandem mass spectrometry method was developed to analyze 16alpha-hydro-ent-Kauran-17,19-dioic acid in rat plasma. First, this study compared the pharmacokinetics of 16alpha-hydro-ent-Kauran-17,19-dioic acid after oral administration of monomer and Siegesbeckiae pubescens Makino extract in rat plasma with approximately the same dosage of 6.0 mg/kg. Second, chromatographic separation was performed on a Waters Symmetry C18 column (2.1 x 100 mm, 3.5 microm) with isocratic elution using methanol-water containing 5 mmol/L ammonium acetate (70:30, v/v) as mobile phase at a flow rate of 0.2 mL/min. The calibration curves were linear over the range of 30-12000 ng/mL for monomer. At different time points (0, 0.083, 0.25, 0.75, 1, 2, 4, 6, 8, 12, 18, 24, 36, 48, 60 and 72 h) after administration, the concentrations of monomer in rat plasma were determined and main pharmacokinetic parameters were estimated. The double absorption presented in this study indicates that the pharmacokinetics of monomer in rat plasma have significant differences between different groups.

Simultaneous determination of seven major diterpenoids in Siegesbeckia pubescens Makino by high-performance liquid chromatography coupled with evaporative light scattering detection.[Pubmed:22887919]

J Sep Sci. 2012 Oct;35(19):2585-91.

A novel HPLC method with evaporative light scattering detection was developed for the simultaneous quantification of seven major diterpenoids of two types, including ent-pimarane type: Kirenol, Hythiemoside B, Darutigenol, and ent-kaurane type: ent-16beta,17,18-trihydroxy-kauran-19-oic acid, ent-17,18-dihydroxy-kauran-19-oic acid, ent-16beta,17-dihydroxy-kauran-19-oic acid, 16alpha-hydro-ent-Kauran-17,19-dioic acid in the aerial parts of Siegesbeckia pubescens Makino, an important traditional Chinese medicinal herb. Chromatographic separation was achieved on a Waters Symmetry Shield(TM) RP18 column (250 mmx 4.6 mm id, 5 mum) with a gradient mobile phase (A: 0.3% v/v aqueous formic acid and B: acetonitrile) at a flow rate of 1.0 mL/min. The drift tube temperature of evaporative light scattering detection was set at 103 degrees C, and nitrogen flow rate was 3.0 L/min. The method was validated for accuracy, precision, LOD, and LOQ. All calibration curves showed a good linear relationship (r > 0.999) in test range. Precision was evaluated by intra- and interday tests that showed RSDs were less than 3.5%. Accuracy validation showed that the recovery was between 96.5 and 102.0% with RSDs below 2.8%. The validated method was successfully applied to determine the contents of seven diterpenoids in the different parts of Siegesbeckia pubescens Makino from two sources and to determine the contents of ent-pimarane, ent-kaurane, and total diterpenoids.

Simultaneous quantification of eight major constituents in Herba Siegesbeckiae by liquid chromatography coupled with electrospray ionization time-of-flight tandem mass spectrometry.[Pubmed:21411260]

J Pharm Biomed Anal. 2011 Jun 1;55(3):452-7.

A simple and reliable high-performance liquid chromatography coupled with electrospray ionization time-of-flight tandem mass spectrometry method was developed and validated for the determination of the major diterpenoids and flavonoids in the aerial parts of Herba Siegesbeckiae, including Kirenol, hythiemoside B, ent-16beta,17,18-trihydroxy-kauran-19-oic acid, ent-17,18-dihydroxy-kauran-19-oic acid, ent-16beta,17-dihydroxy-kauran-19-oic acid, 16alpha-hydro-ent-Kauran-17,19-dioic acid, Rhamnetin, 3',4'-dimethoxy quercetin. The separation of eight compounds was performed on a Waters Symmetry Shield TM RP18 column (250mmx4.6mm i.d., 5mum) with gradient elution using a mobile phase consisting of 0.1% aqueous formic acid and acetonitrile containing 0.1% formic acid in selected ion monitoring mode. All calibration curves showed good linearity (r>0.999) within the test ranges. The precision was evaluated by intra- and inter-day tests, which revealed relative standard deviation (RSD) values less than 3.7%. The recoveries for the quantified compounds were between 97.4 and 101.2% with RSD values below 2.4%. According to the literatures, this study represents the first investigation of the simultaneous analysis of multiple components and the method can be applied to determine the amounts of the major compounds in Herba Siegesbeckiae.

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