Isogambogenin

CAS# 173938-23-3

Isogambogenin

2D Structure

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Quality Control of Isogambogenin

3D structure

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Isogambogenin

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Chemical Properties of Isogambogenin

Cas No. 173938-23-3 SDF Download SDF
PubChem ID 102004810 Appearance Powder
Formula C38H46O7 M.Wt 614.8
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC(=CCCC(=CCC1=C(C2=C(C(=C1O)CC=C(C)C)OC34C5CC(C=C3C2=O)C(=O)C4(OC5(C)C)CC=C(C)C=O)O)C)C
Standard InChIKey KYPSMUUXSFJTAR-ZSZGXTAGSA-N
Standard InChI InChI=1S/C38H46O7/c1-21(2)10-9-11-23(5)13-15-26-31(40)27(14-12-22(3)4)34-30(32(26)41)33(42)28-18-25-19-29-36(7,8)45-37(35(25)43,38(28,29)44-34)17-16-24(6)20-39/h10,12-13,16,18,20,25,29,40-41H,9,11,14-15,17,19H2,1-8H3/b23-13+,24-16+/t25-,29?,37?,38-/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 Isogambogenin

The herbs of Garcinia hanburyi Hook. f.

Biological Activity of Isogambogenin

DescriptionIsogambogenin is a novel cytotoxic xanthone.

Protocol of Isogambogenin

Structure Identification
Anal Chim Acta. 2008 Nov 23;629(1-2):104-18.

Analysis of caged xanthones from the resin of Garcinia hanburyi using ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry.[Pubmed: 18940327 ]

On-line ultra high-performance liquid chromatography (UHPLC) coupled with electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-QTOF-MS/MS/MS) has been developed for the analysis of a series of caged xanthones in the resin of Garcinia hanburyi.
METHODS AND RESULTS:
The fragmentation of protonated molecular ions for 12 known cadged xanthones was carried out using low-energy collision-induced electrospray ionization tandem mass spectrometry. It was found that Retro-Diels-Alder rearrangement occurred in the CID processes and produced the characteristic fragment ions, which are especially valuable for the identification of this class of xanthones. The fragmentation differential between some cis-, trans-isomers was uncovered. Computation methods were utilized to rationalize the observed MS behaviors.
CONCLUSIONS:
On-line UHPLC-ESI-MS/MS/MS method has proved to be rapid and efficient in that within 6min, 15 caged scaffold xanthones, including three pairs of epimers and four pairs of isomers in gamboges, were effectively separated and identified. Among them, two known, namely Isogambogenin (13) and isomorellinol (14) and one likely new caged Garcinia xanthones from the Garcinia hanburyi were tentatively characterized based on the tandem mass spectra of known ones.

Phytochemistry. 1996 Feb;41(3):815-20.

Cytotoxic xanthones from Garcinia hanburyi.[Pubmed: 8835458]


METHODS AND RESULTS:
Eleven novel cytotoxic xanthones, gambogin, morellin dimethyl acetal, isomoreollin B, moreollic acid, gambogenic acid, gambogenin, Isogambogenin, desoxygambogenin, gambogenin dimethyl acetal, gambogellic acid and hanburin were isolated together with four known xanthones, gambogic acid, isomorellin, morellic acid and desoxymorellin, from the dry latex of Garcinia hanburyi.
CONCLUSIONS:
The structures were elucidated by a detailed spectroscopic analysis.

Isogambogenin Dilution Calculator

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Isogambogenin Molarity Calculator

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Preparing Stock Solutions of Isogambogenin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6265 mL 8.1327 mL 16.2655 mL 32.5309 mL 40.6636 mL
5 mM 0.3253 mL 1.6265 mL 3.2531 mL 6.5062 mL 8.1327 mL
10 mM 0.1627 mL 0.8133 mL 1.6265 mL 3.2531 mL 4.0664 mL
50 mM 0.0325 mL 0.1627 mL 0.3253 mL 0.6506 mL 0.8133 mL
100 mM 0.0163 mL 0.0813 mL 0.1627 mL 0.3253 mL 0.4066 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 Isogambogenin

Analysis of caged xanthones from the resin of Garcinia hanburyi using ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry.[Pubmed:18940327]

Anal Chim Acta. 2008 Nov 23;629(1-2):104-18.

On-line ultra high-performance liquid chromatography (UHPLC) coupled with electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-QTOF-MS/MS/MS) has been developed for the analysis of a series of caged xanthones in the resin of Garcinia hanburyi. The fragmentation of protonated molecular ions for 12 known cadged xanthones was carried out using low-energy collision-induced electrospray ionization tandem mass spectrometry. It was found that Retro-Diels-Alder rearrangement occurred in the CID processes and produced the characteristic fragment ions, which are especially valuable for the identification of this class of xanthones. The fragmentation differential between some cis-, trans-isomers was uncovered. Computation methods were utilized to rationalize the observed MS behaviors. On-line UHPLC-ESI-MS/MS/MS method has proved to be rapid and efficient in that within 6min, 15 caged scaffold xanthones, including three pairs of epimers and four pairs of isomers in gamboges, were effectively separated and identified. Among them, two known, namely Isogambogenin (13) and isomorellinol (14) and one likely new caged Garcinia xanthones from the Garcinia hanburyi were tentatively characterized based on the tandem mass spectra of known ones.

Cytotoxic xanthones from Garcinia hanburyi.[Pubmed:8835458]

Phytochemistry. 1996 Feb;41(3):815-20.

Eleven novel cytotoxic xanthones, gambogin, morellin dimethyl acetal, isomoreollin B, moreollic acid, gambogenic acid, gambogenin, Isogambogenin, desoxygambogenin, gambogenin dimethyl acetal, gambogellic acid and hanburin were isolated together with four known xanthones, gambogic acid, isomorellin, morellic acid and desoxymorellin, from the dry latex of Garcinia hanburyi. The structures were elucidated by a detailed spectroscopic analysis.

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