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5-Hydroxysophoranone

CAS# 90686-12-7

5-Hydroxysophoranone

Catalog No. BCN6842----Order now to get a substantial discount!

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5-Hydroxysophoranone: 5mg $799 In Stock
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Quality Control of 5-Hydroxysophoranone

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Chemical structure

5-Hydroxysophoranone

3D structure

Chemical Properties of 5-Hydroxysophoranone

Cas No. 90686-12-7 SDF Download SDF
PubChem ID 124355984 Appearance Powder
Formula C30H36O5 M.Wt 476.61
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S)-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
SMILES CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)C2CC(=O)C3=C(O2)C(=C(C=C3O)O)CC=C(C)C)C
Standard InChIKey ABQFAJSGVWQVGF-MHZLTWQESA-N
Standard InChI InChI=1S/C30H36O5/c1-17(2)7-10-20-13-22(14-21(29(20)34)11-8-18(3)4)27-16-26(33)28-25(32)15-24(31)23(30(28)35-27)12-9-19(5)6/h7-9,13-15,27,31-32,34H,10-12,16H2,1-6H3/t27-/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 5-Hydroxysophoranone

The barks of Erythrina subumbrans.

Biological Activity of 5-Hydroxysophoranone

Description1. 5-Hydroxysophoranone exhibits high antiplasmodial activity against Plasmodium falciparum (IC50=2.5 microg/mL).
TargetsAntifection

5-Hydroxysophoranone Dilution Calculator

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5-Hydroxysophoranone Molarity Calculator

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Preparing Stock Solutions of 5-Hydroxysophoranone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0982 mL 10.4908 mL 20.9815 mL 41.963 mL 52.4538 mL
5 mM 0.4196 mL 2.0982 mL 4.1963 mL 8.3926 mL 10.4908 mL
10 mM 0.2098 mL 1.0491 mL 2.0982 mL 4.1963 mL 5.2454 mL
50 mM 0.042 mL 0.2098 mL 0.4196 mL 0.8393 mL 1.0491 mL
100 mM 0.021 mL 0.1049 mL 0.2098 mL 0.4196 mL 0.5245 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 5-Hydroxysophoranone

Biological activities of the chemical constituents of Erythrina stricta and Erythrina subumbrans.[Pubmed:18087807]

Arch Pharm Res. 2007 Nov;30(11):1398-403.

Phytochemical investigation of the hexane and CH2Cl2 extracts of Erythrina stricta roots and E. subumbrans stems led to the isolation of six pterocarpans, one flavanone, one isoflavone, two alkaloids, five triterpenes, six steroids and alkyl trans-ferulates. The structures of all known compounds were determined on the basis of spectroscopic evidence. Sophoradiol (15), a mixture of stigmast-4-en-3-one (19) and stigmasta-4,22-dien-3-one (20), lupeol (21), cycloeucalenol (22), a mixture of 3beta-hydroxystigmast-5-en-7-one (23) and 3beta-hydroxystigmast-5,22-dien-7-one (24) and melilotigenin C (25) were first isolated from the genus Erythrina. The isolated compounds were evaluated for antiplasmodial activity, antimycobacterial activity and cytotoxicity. Among the tested compounds, 5-Hydroxysophoranone (8) exhibited the highest antiplasmodial activity against Plasmodium falciparum (IC50 2.5 microg/mL). Compound 8, erystagallin A (5), erycristagallin (7) and erysubin F (10) showed the same level of antimycobacterial activity against Mycobacterium tuberculosis (MIC 12.5 microg/mL). For cytotoxicity, erybraedin A (2) showed the highest activity against the NCI-H187 and BC cells (IC50 2.1 and 2.9 microg/mL, respectively), whereas 10 exhibited the highest activity against the KB cells (IC50 4.5 microg/mL).

Erythrina alkaloids and a pterocarpan from the bark of Erythrina subumbrans.[Pubmed:18171023]

J Nat Prod. 2008 Jan;71(1):156-8.

Three new erythrina alkaloids, (+)-10,11-dioxoerythratine (1), (+)-10,11-dioxoepierythratidine (2), and (+)-10,11-dioxoerythratidinone (3), and a new pterocarpan, 1-methoxyerythrabyssin II (4), were isolated from the bark of Erythrina subumbrans, together with seven known pterocarpans, erythrabyssin II, erybraedin A, erystagallin A, erycristagallin, erythrabissin-1, eryvarin A, and hydroxycristacarpone, three flavanones, 5-Hydroxysophoranone, abyssinone V, and lespedezaflavanone B, three triterpenes, sophoradiol, soyasapogenol B, and lupeol, and one isoflavanone, vogelin C. Their structures were elucidated on the basis of spectroscopic data. Some isolates were tested for antiplasmodial, antimycobacterial, and cytotoxic activities.

Antibacterial pterocarpans from Erythrina subumbrans.[Pubmed:17055201]

J Ethnopharmacol. 2007 Mar 1;110(1):171-5.

Seven pterocarpans, erybraedin B (1), erybraedin A (2), phaseollin (3), erythrabyssin II (4), erystagallin A (5), erythrabissin-1 (6) and erycristagallin (7), two flavanones, 5-Hydroxysophoranone (8) and glabrol (9), and one isoflavone, erysubin F (10), were isolated from the stems of Erythrina subumbrans (Leguminosae). Their structures were identified by means of spectroscopy. This is the first report of the isolation of the non-alkaloidal compounds from Erythrina subumbrans and the observed dehydration of 6a-hydroxypterocarpans 5 and 6 in CDCl(3) to the corresponding pterocarpenes 11 and 12, respectively. Compounds 8 and 9 were isolated for the first time from the genus Erythrina. Compounds 2 and 4 exhibited the highest degree of activity against Streptococcus strains with an MIC range of 0.78-1.56 microg/ml, whereas compound 7 exhibited the highest degree of activity against Staphylococcus strains, including drug-resistant strains (MRSA and VRSA), with an MIC range of 0.39-1.56 microg/ml. Interestingly, compounds 2, 4, 5 and 7 were more active against several strains of Streptococcus and Staphylococcus than the standard antibiotics vancomycin and oxacillin. Compound 7 showed the highest level of activity against all VRSA strains tested, with an MIC range of 0.39-1.56 microg/ml, which were resistant to both antibiotics. These compounds may prove to be potent phytochemical agents for antibacterial activity, especially against the MRSA and VRSA strains.

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