Dihydromorin

CAS# 18422-83-8

Dihydromorin

Catalog No. BCN1149----Order now to get a substantial discount!

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Quality Control of Dihydromorin

Number of papers citing our products

Chemical structure

Dihydromorin

3D structure

Chemical Properties of Dihydromorin

Cas No. 18422-83-8 SDF Download SDF
PubChem ID 5458714 Appearance Powder
Formula C15H12O7 M.Wt 304.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,3R)-2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
SMILES C1=CC(=C(C=C1O)O)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O
Standard InChIKey QIWOFDHUQPJCJF-LSDHHAIUSA-N
Standard InChI InChI=1S/C15H12O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,14-19,21H/t14-,15+/m0/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 Dihydromorin

The branch of Morus alba L.

Biological Activity of Dihydromorin

Descriptiontrans-Dihydromorin is an effective hypopigmenting agent in normal skin cells, hypopigmenting agents effective in melanoma system may not be effective on normal melanocytes, indicating that a non-tumor melanocyte system is more suitable for the screening of hypopigmenting agents. Dihydromorin shows strong mushroom inhibitory activity with IC50 values lower than 50 microM, more potent than (IC50 = 71.6 microM), it may be as an antibrowning agent in food systems.
TargetsTRP-1 | TRP-2
In vitro

Oxyresveratrol and trans -dihydromorin from the twigs of Cudrania tricuspidata as hypopigmenting agents against melanogenesis[Reference: WebLink]

J. Funct. Foods, 2015,13:375-83.

The depigmenting effects of oxyresveratrol and trans- Dihydromorin were investigated in b16F10 cell line and its synergetic melan-a cells, as well as in 3-dimensional skin models.
METHODS AND RESULTS:
But their inhibitory effects were different in two cell lines. In b16 cells, oxyresveratrol showed stronger depigmenting effect than trans- Dihydromorin, with greater suppression on tyrosinase activity. Both of them induced post-transcriptional degradations of microphthalmia-associated transcription factor (MITF), leading to significant decreases of tyrosinase related protein 1 (TRP-1) and tyrosinase related protein 2 (TRP-2) production. In melan-a cells, trans- Dihydromorin exhibited stronger inhibition on melanin synthesis. It also induced greater suppression on the levels of tyrosinase, TRP-1 and TRP-2 via MITF down-regulation at both transcription and translation level. Evaluations in artificial skin model also demonstrated the depigmenting effects of trans- Dihydromorin.
CONCLUSIONS:
In conclusion, we found that trans -Dihydromorin is an effective hypopigmenting agent in normal skin cells. Furthermore we demonstrated that hypopigmenting agents effective in melanoma system may not be effective on normal melanocytes, indicating that a non-tumor melanocyte system is more suitable for the screening of hypopigmenting agents.

Isolation of tyrosinase inhibitors from Artocarpus heterophyllus and use of its extract as antibrowning agent.[Pubmed: 18683821]

Mol. Nutr. Food Res., 2008,52(12):1530-8.

A new furanoflavone, 7-(2,4-dihydroxyphenyl)-4-hydroxy-2-(2-hydroxy propan-2-yl)-2, 3-dihydrofuro(3, 2-g)chromen-5-one (artocarpfuranol, 1), together with 14 known compounds, Dihydromorin (2), steppogenin (3), norartocarpetin (4), artocarpanone (5), artocarpesin (6), artocarpin (7), cycloartocarpin (8), cycloartocarpesin (9), artocarpetin (10), brosimone I (11), cudraflavone B (12), carpachromene (13), isoartocarpesin (14), and cyanomaclurin (15) were isolated from the wood of Artocarpus heterophyllus.
METHODS AND RESULTS:
Their structures were identified by interpretation of MS,( 1)H-NMR,( 13)C-NMR, HMQC, and HMBC spectroscopic data. Among them, compounds 1-6 and 14 showed strong mushroom tyrosinase inhibitory activity with IC(50) values lower than 50 microM, more potent than kojic acid (IC(50) = 71.6 microM), a well-known tyrosinase inhibitor. In addition, extract of A. heterophyllus was evaluated for its antibrowning effect on fresh-cut apple slices. It was discovered that fresh-cut apple slices treated by dipping in solution of 0.03 or 0.05% of A. heterophyllus extract with 0.5% ascorbic acid did not undergo any substantial browning reaction after storage at room temperature for 24 h. The antibrowning effect was significantly better than samples treated with the extract (0.03 or 0.05%) or ascorbic acid (0.5%) alone.
CONCLUSIONS:
The results provide preliminary evidence supporting the potential of this natural extract as antibrowning agent in food systems.

Protocol of Dihydromorin

Structure Identification
J. Nat. Prod., 2002, 65 (2), pp 163–169

Constituents of the Bark and Twigs of Artocarpus dadah with Cyclooxygenase Inhibitory Activity[Reference: WebLink]

Fractionation of an ethyl acetate-soluble extract of the bark of Artocarpus dadah has led to the isolation of three new prenylated stilbenoid derivatives, 3-(γ,γ-dimethylallyl)resveratrol (1), 5-(γ,γ-dimethylallyl)oxyresveratrol (2), 3-(2,3-dihydroxy-3-methylbutyl)resveratrol (3), and a new benzofuran derivative, 3-(γ,γ-dimethylpropenyl)moracin M (4), along with six known compounds, oxyresveratrol, (+)-catechin, afzelechin-3-O-α-l-rhamnopyranoside, (−)-epiafzelechin, Dihydromorin, and epiafzelechin-(4β→8)-epicatechin.

Dihydromorin Dilution Calculator

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Dihydromorin Molarity Calculator

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Preparing Stock Solutions of Dihydromorin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2862 mL 16.4312 mL 32.8623 mL 65.7246 mL 82.1558 mL
5 mM 0.6572 mL 3.2862 mL 6.5725 mL 13.1449 mL 16.4312 mL
10 mM 0.3286 mL 1.6431 mL 3.2862 mL 6.5725 mL 8.2156 mL
50 mM 0.0657 mL 0.3286 mL 0.6572 mL 1.3145 mL 1.6431 mL
100 mM 0.0329 mL 0.1643 mL 0.3286 mL 0.6572 mL 0.8216 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 Dihydromorin

Isolation of tyrosinase inhibitors from Artocarpus heterophyllus and use of its extract as antibrowning agent.[Pubmed:18683821]

Mol Nutr Food Res. 2008 Dec;52(12):1530-8.

A new furanoflavone, 7-(2,4-dihydroxyphenyl)-4-hydroxy-2-(2-hydroxy propan-2-yl)-2, 3-dihydrofuro(3, 2-g)chromen-5-one (artocarpfuranol, 1), together with 14 known compounds, Dihydromorin (2), steppogenin (3), norartocarpetin (4), artocarpanone (5), artocarpesin (6), artocarpin (7), cycloartocarpin (8), cycloartocarpesin (9), artocarpetin (10), brosimone I (11), cudraflavone B (12), carpachromene (13), isoartocarpesin (14), and cyanomaclurin (15) were isolated from the wood of Artocarpus heterophyllus. Their structures were identified by interpretation of MS,( 1)H-NMR,( 13)C-NMR, HMQC, and HMBC spectroscopic data. Among them, compounds 1-6 and 14 showed strong mushroom tyrosinase inhibitory activity with IC(50) values lower than 50 microM, more potent than kojic acid (IC(50) = 71.6 microM), a well-known tyrosinase inhibitor. In addition, extract of A. heterophyllus was evaluated for its antibrowning effect on fresh-cut apple slices. It was discovered that fresh-cut apple slices treated by dipping in solution of 0.03 or 0.05% of A. heterophyllus extract with 0.5% ascorbic acid did not undergo any substantial browning reaction after storage at room temperature for 24 h. The antibrowning effect was significantly better than samples treated with the extract (0.03 or 0.05%) or ascorbic acid (0.5%) alone. The results provide preliminary evidence supporting the potential of this natural extract as antibrowning agent in food systems.

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