Borreriagenin

CAS# 249916-07-2

Borreriagenin

2D Structure

Catalog No. BCN5115----Order now to get a substantial discount!

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Quality Control of Borreriagenin

3D structure

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Borreriagenin

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Chemical Properties of Borreriagenin

Cas No. 249916-07-2 SDF Download SDF
PubChem ID 44583980 Appearance Powder
Formula C10H14O5 M.Wt 214.2
Type of Compound Iridoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,3aS,4S,6aR)-3,4,5-tris(hydroxymethyl)-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one
SMILES C1=C(C(C2C1OC(=O)C2CO)CO)CO
Standard InChIKey MOUZVDVFZGJOOS-XGEHTFHBSA-N
Standard InChI InChI=1S/C10H14O5/c11-2-5-1-8-9(6(5)3-12)7(4-13)10(14)15-8/h1,6-9,11-13H,2-4H2/t6-,7+,8+,9+/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 Borreriagenin

The herbs of Borreria verticillata

Biological Activity of Borreriagenin

DescriptionStandard reference
In vitro

Chemical constituents of the fruits of Morinda citrifolia (Noni) and their antioxidant activity.[Pubmed: 15844957]

J Nat Prod. 2005 Apr;68(4):592-5.

The structures of the new compounds were determined by spectroscopic data interpretation.
METHODS AND RESULTS:
Compound 4, Borreriagenin, cytidine, deacetylasperuloside, dehydromethoxygaertneroside, epi-dihydrocornin, methyl alpha-d-fructofuranoside, and methyl beta-d-fructofuranoside were isolated for the first time from M. citrifolia. The antioxidant activity was evaluated for all isolates in terms of both DPPH and ONOO(-) bioassays.
CONCLUSIONS:
The neolignan, americanin A (3), was found to be a potent antioxidant in these assays.

Protocol of Borreriagenin

Structure Identification
Zhong Yao Cai. 2014 Oct;37(10):1786-8.

Study on chemical constituents of Eucommia ulmoides leaves.[Pubmed: 25895383]

To investigate the chemical constituents of Eucommia ulmoides leaves.
METHODS AND RESULTS:
Various column chromatography were used in the isolation and purification, physiochemical constant determination and spectral analysis were adopted to determine the chemical structures. Ten compounds were isolated and identified as Borreriagenin (1), n-butyl-O-β-D-fructopyranoside (2), α-D-glucopyranosyl-(1-->1')-3'-amino-3'-deoxy-β-D-glucopyranoside (3), β-D-fructofuranosyl-α-D-galactopyranoside (4), β-D-fructose (5), diisobutyl phthalate (6), 5-hydroxy-9-isopropylether-guaiacylglycerol (7), 4-hydroxyphenylethanol-8-O-β-D-apiofuranosyl(1-->6)-β-D-glucopyranoside (8), lariciresinol (9), and (3S,5R,6R,9S)-tetrahydroxy-7-ene-megastigmane (10).
CONCLUSIONS:
All compounds are isolated from this genus for the first time.

Zhongguo Zhong Yao Za Zhi. 2013 Dec;38(24):4329-34.

Chemical constituents of Osmanthus fragrans fruits.[Pubmed: 24791540]


METHODS AND RESULTS:
By Silica gel, Sephadex LH-20 and other materials for isolation and purification and by physicochemical methods and spectral analysis for structural identification, 23 compounds were isolated and identified from ethyl acetate portion of alcohol extract solution of Osmanthus fragrans fruits. Their structures were identified as nicotinamide (1), D-allitol (2), 5-hydroxymethyl-2-furancarboxaldehyde (3), acetyloleanolic acid (4), benzoic acid (5), ergosta-7,22-dien-3-one (6), beta-sitosterol (7), Borreriagenin (8), cerevistero (9), c-veratroylglycol (10), methyl-2-O-beta-glucopyranosylbenzoate (11), 3', 7-dihydroxy-4'-methoxyisoflavon (12), umbelliferone (13), caffeic acid methyl ester (14), oleanolic acid (15), (-) -chicanine (16), dillapiol (17), 3beta,5alpha, 9alpha-trihydroxyergosta-7-22-dien-6-one (18), 2alpha-hydroxy-oleanolic acid (19), betulinic acid (20), betulin (21), 3, 3'-bisdemethylpinoresinol (22), and lupeol (23). All compounds were isolated from the osmanthus fruit for the first time.
CONCLUSIONS:
Except for compounds 4, 7, 15, 19, 23, the rest ones were isolated from the this plant for the first time.

Borreriagenin Dilution Calculator

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Preparing Stock Solutions of Borreriagenin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.6685 mL 23.3427 mL 46.6853 mL 93.3707 mL 116.7134 mL
5 mM 0.9337 mL 4.6685 mL 9.3371 mL 18.6741 mL 23.3427 mL
10 mM 0.4669 mL 2.3343 mL 4.6685 mL 9.3371 mL 11.6713 mL
50 mM 0.0934 mL 0.4669 mL 0.9337 mL 1.8674 mL 2.3343 mL
100 mM 0.0467 mL 0.2334 mL 0.4669 mL 0.9337 mL 1.1671 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 Borreriagenin

Chemical constituents of the fruits of Morinda citrifolia (Noni) and their antioxidant activity.[Pubmed:15844957]

J Nat Prod. 2005 Apr;68(4):592-5.

Purification of a n-BuOH-soluble partition of the MeOH extract of Morinda citrifolia (Noni) fruits led to the isolation of two new iridoid glucosides, 6alpha-hydroxyadoxoside (1) and 6beta,7beta-epoxy-8-epi-splendoside (2), as well as 17 known compounds, americanin A (3), narcissoside (4), asperuloside, asperulosidic acid, Borreriagenin, citrifolinin B epimer a, citrifolinin B epimer b, cytidine, deacetylasperuloside, dehydromethoxygaertneroside, epi-dihydrocornin, d-glucose, d-mannitol, methyl alpha-d-fructofuranoside, methyl beta-d-fructofuranoside, nicotifloroside, and beta-sitosterol 3-O-beta-d-glucopyranoside. The structures of the new compounds were determined by spectroscopic data interpretation. Compound 4, Borreriagenin, cytidine, deacetylasperuloside, dehydromethoxygaertneroside, epi-dihydrocornin, methyl alpha-d-fructofuranoside, and methyl beta-d-fructofuranoside were isolated for the first time from M. citrifolia. The antioxidant activity was evaluated for all isolates in terms of both DPPH and ONOO(-) bioassays. The neolignan, americanin A (3), was found to be a potent antioxidant in these assays.

[Chemical constituents of Osmanthus fragrans fruits].[Pubmed:24791540]

Zhongguo Zhong Yao Za Zhi. 2013 Dec;38(24):4329-34.

By Silica gel, Sephadex LH-20 and other materials for isolation and purification and by physicochemical methods and spectral analysis for structural identification, 23 compounds were isolated and identified from ethyl acetate portion of alcohol extract solution of Osmanthus fragrans fruits. Their structures were identified as nicotinamide (1), D-allitol (2), 5-hydroxymethyl-2-furancarboxaldehyde (3), acetyloleanolic acid (4), benzoic acid (5), ergosta-7,22-dien-3-one (6), beta-sitosterol (7), Borreriagenin (8), cerevistero (9), c-veratroylglycol (10), methyl-2-O-beta-glucopyranosylbenzoate (11), 3', 7-dihydroxy-4'-methoxyisoflavon (12), umbelliferone (13), caffeic acid methyl ester (14), oleanolic acid (15), (-) -chicanine (16), dillapiol (17), 3beta,5alpha, 9alpha-trihydroxyergosta-7-22-dien-6-one (18), 2alpha-hydroxy-oleanolic acid (19), betulinic acid (20), betulin (21), 3, 3'-bisdemethylpinoresinol (22), and lupeol (23). All compounds were isolated from the osmanthus fruit for the first time. Except for compounds 4, 7, 15, 19, 23, the rest ones were isolated from the this plant for the first time.

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