Haginin A

CAS# 74174-29-1

Haginin A

2D Structure

Catalog No. BCN6861----Order now to get a substantial discount!

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Haginin A

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Chemical Properties of Haginin A

Cas No. 74174-29-1 SDF Download SDF
PubChem ID 338286 Appearance Powder
Formula C17H16O5 M.Wt 300.31
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-(4-hydroxy-2,3-dimethoxyphenyl)-2H-chromen-7-ol
SMILES COC1=C(C=CC(=C1OC)O)C2=CC3=C(C=C(C=C3)O)OC2
Standard InChIKey JGINXZCTOGQYKS-UHFFFAOYSA-N
Standard InChI InChI=1S/C17H16O5/c1-20-16-13(5-6-14(19)17(16)21-2)11-7-10-3-4-12(18)8-15(10)22-9-11/h3-8,18-19H,9H2,1-2H3
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 Haginin A

The aerial parts of Lespedeza cyrtobotrya.

Biological Activity of Haginin A

Description1. Haginin A is an effective inhibitor of hyperpigmentation caused by UV irradiation or by pigmented skin disorders through downregulation via ERK and Akt/PKB activation, MITF, and also by the subsequent downregulation of tyrosinase and TRP-1 production. 2. Haginin A has radical scavenging activity and mushroom tyrosinase inhibitory activity.
TargetsERK | Akt | Tyrosinase

Haginin A Dilution Calculator

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Haginin A Molarity Calculator

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Preparing Stock Solutions of Haginin A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3299 mL 16.6495 mL 33.2989 mL 66.5978 mL 83.2473 mL
5 mM 0.666 mL 3.3299 mL 6.6598 mL 13.3196 mL 16.6495 mL
10 mM 0.333 mL 1.6649 mL 3.3299 mL 6.6598 mL 8.3247 mL
50 mM 0.0666 mL 0.333 mL 0.666 mL 1.332 mL 1.6649 mL
100 mM 0.0333 mL 0.1665 mL 0.333 mL 0.666 mL 0.8325 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 Haginin A

The melanin synthesis inhibition and radical scavenging activities of compounds isolated from the aerial part of Lespedeza cyrtobotrya.[Pubmed:20622497]

J Microbiol Biotechnol. 2010 Jun;20(6):988-94.

The EtOAc fraction of Lespedeza cyrtobotrya showed mushroom tyrosinase inhibitory and radical scavenging activity. Four active compounds were isolated based on LH-20 chromatography and HPLC, and the structures were elucidated on the basis of their LC-MS and NMR spectral data, as 2-(2,4-Dihydroxyphenyl)-6-hydroxybenzofuran (1), eriodictyol-7-O-glucopyranoside (2), Haginin A (3), and dalbergioidin (4), respectively. 2-(2,4-Dihydroxyphenyl)-6-hydroxybenzofuran (1) showed mushroom tyrosinase inhibitory activity with an IC50 value of 5.2 micronM and acted as a competitive inhibitor. Furthermore, 37.3 micronM of compound 1 reduced 50 % of the melanin content on a human melanoma (MNT-1) cells. The radical scavenging activity of 2-(2,4-dihydroxyphenyl)-6-hydroxybenzofuran (1), eriodictyol-7-O-glucopyranoside (2), Haginin A (3), and dalbergioidin (4) was shown with IC50 values of 11.0, 24.5, 9.0 and 36.5 micronM in an ABTS system and with IC50 values of 42.7, 36.0, 37.7 and 61.7 micronM in a DPPH system, respectively. The mushroom tyrosinase inhibitory activity of EtOAc fraction of Lespedeza cyrtobotrya was contributed by compound 1, 3 and 4, and radical scavenging activity of it was contributed by compound 1-4.

Downregulation of melanin synthesis by haginin A and its application to in vivo lightening model.[Pubmed:18037902]

J Invest Dermatol. 2008 May;128(5):1227-35.

Haginin A, an isoflav-3-ens isolated from the branch of Lespedeza cyrtobotrya, is almost unknown. Here, we report that Haginin A exhibits a strong hypopigmentary effect in Melan-a cells and significantly inhibits melanin synthesis. Haginin A shows potent inhibitory effects with an IC(50) (half-maximal inhibitory concentration) value of 5.0 microM on mushroom tyrosinase activity, and functioned as a noncompetitive inhibitor. Also, Haginin A decreased microphthalmia-associated transcription factor (MITF), tyrosinase, and tyrosinase-related protein-1 (TRP-1) protein production. To identify the signaling pathway of Haginin A, the ability of Haginin A to influence extracellular signal-regulated protein kinase (ERK) and Akt/protein kinase B (PKB) activation was investigated. Apparently, Haginin A induced ERK and Akt/PKB in a dose-dependent manner. In addition, the specific inhibition of the ERK and the Akt/PKB signaling pathways by PD98059 and LY294002, respectively, increased melanin synthesis. Furthermore, Haginin A decreased UV-induced skin pigmentation in brown guinea-pigs. Also, Haginin A presented remarkable inhibition on the body pigmentation in the zebrafish model system and decreased tyrosinase activity. Together, Haginin A is an effective inhibitor of hyperpigmentation caused by UV irradiation or by pigmented skin disorders through downregulation via ERK and Akt/PKB activation, MITF, and also by the subsequent downregulation of tyrosinase and TRP-1 production.

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