Sanggenol F

CAS# 202526-51-0

Sanggenol F

2D Structure

Catalog No. BCX0469----Order now to get a substantial discount!

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Sanggenol F: 5mg $989 In Stock
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Quality Control of Sanggenol F

3D structure

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Sanggenol F

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Chemical Properties of Sanggenol F

Cas No. 202526-51-0 SDF Download SDF
PubChem ID 77137009 Appearance Powder
Formula C25H26O7 M.Wt 438.5
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1,3,8,10a-tetrahydroxy-2,5a-bis(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one
SMILES CC(=CCC1=C(C2=C(C=C1O)OC3(C4=C(C=C(C=C4)O)OC3(C2=O)O)CC=C(C)C)O)C
Standard InChIKey KDTSLDXCGUETMJ-UHFFFAOYSA-N
Standard InChI InChI=1S/C25H26O7/c1-13(2)5-7-16-18(27)12-20-21(22(16)28)23(29)25(30)24(31-20,10-9-14(3)4)17-8-6-15(26)11-19(17)32-25/h5-6,8-9,11-12,26-28,30H,7,10H2,1-4H3
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.

Sanggenol F Dilution Calculator

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Sanggenol F Molarity Calculator

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Preparing Stock Solutions of Sanggenol F

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2805 mL 11.4025 mL 22.805 mL 45.61 mL 57.0125 mL
5 mM 0.4561 mL 2.2805 mL 4.561 mL 9.122 mL 11.4025 mL
10 mM 0.2281 mL 1.1403 mL 2.2805 mL 4.561 mL 5.7013 mL
50 mM 0.0456 mL 0.2281 mL 0.4561 mL 0.9122 mL 1.1403 mL
100 mM 0.0228 mL 0.114 mL 0.2281 mL 0.4561 mL 0.5701 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 Sanggenol F

Isoprenylated flavonoids from Morus nigra and their PPAR gamma agonistic activities.[Pubmed:29427594]

Fitoterapia. 2018 Jun;127:109-114.

A novel dihydroflavonol unprecedentedly with a prenyl group at C-2, nigragenon A (1), four new sanggenon-type flavonones, nigragenons B-E (2-5), along with six known isoprenylated flavonoids (6-11) were isolated from the twigs of Morus nigra. Their structures were elucidated through extensive analysis of spectroscopic data. Interestingly, compound 1 was the first reported biogenetic precursor of sanggenon-type flavanones and the biogenetic pathway from 1 to Sanggenol F was proposed. The PPAR gamma agonistic activity was investigated in HEK293 cells using dual luciferase reporter assay. Compounds 2, 4, 7, and 9 showed obvious agonistic activities on PPAR gamma, and compound 2 was a potential PPAR gamma partial agonist. Moreover, the preliminary structure-activity relationships for the tested compounds were discussed.

Sanggenol F exerts anti-diabetic effects via promoting adipocyte differentiation and modifying adipokines expression.[Pubmed:28004237]

Endocrine. 2017 Apr;56(1):73-81.

Adipose tissue is not only a lipid storage site, but also a well-known endocrine organ. Dysfunction of adipose tissue is associated with irregular lipid metabolism, ectopic lipid accumulation and insulin resistance. It is proposed that modulating on adipose tissue is a reasonable way to ameliorate glucose and lipid metabolism. (+/-)-Sanggenol F (SGF, purity >98.5%) was synthesized as a racemic mixture of natural (+)-Sanggenol F. In this study, SGF was found to promote adipocyte differentiation, enhance insulin sensitivity, and upregulate beneficial adipokines expression in 3T3-L1 cells. Furthermore, in vivo study showed that treatment with SGF for 4 weeks improved glucose metabolism, by decreasing fasting blood glucose and enhancing insulin sensitivity. It also improved lipid metabolism, with reduced serum lipid level and ameliorated hepatic steatosis in db/db mice. During the process of target finding, we found that SGF had multiple activities of protein tyrosine phosphatase 1B inhibition, peroxisome proliferator-activated receptor gamma and peroxisome proliferator-activated receptor alpha agonism. These results showed the potential of SGF as a candidate for the therapy of type 2 diabetes.

Asymmetric Syntheses of the Flavonoid Diels-Alder Natural Products Sanggenons C and O.[Pubmed:26735066]

J Am Chem Soc. 2016 Jan 27;138(3):798-801.

Metal-catalyzed, double Claisen rearrangement of a bis-allyloxyflavone has been utilized to enable a concise synthesis of the hydrobenzofuro[3,2-b]chromenone core structure of the natural products sanggenon A and Sanggenol F. In addition, catalytic, enantioselective [4+2] cycloadditions of 2'-hydroxychalcones have been accomplished using B(OPh)3/BINOL complexes. Asymmetric syntheses of the flavonoid Diels-Alder natural products sanggenons C and O have been achieved employing a stereodivergent reaction of a racemic mixture (stereodivergent RRM) involving [4+2] cycloaddition.

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