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Blumenol C glucoside

CAS# 135820-80-3

Blumenol C glucoside

2D Structure

Catalog No. BCN6189----Order now to get a substantial discount!

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3D structure

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Blumenol C glucoside

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Chemical Properties of Blumenol C glucoside

Cas No. 135820-80-3 SDF Download SDF
PubChem ID 14135395 Appearance Oil
Formula C19H32O7 M.Wt 372.5
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Synonyms 189109-45-3;Byzantionoside B
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (4R)-3,5,5-trimethyl-4-[(3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]cyclohex-2-en-1-one
SMILES CC1=CC(=O)CC(C1CCC(C)OC2C(C(C(C(O2)CO)O)O)O)(C)C
Standard InChIKey NYLNHNDMNOPWAZ-ZLEFDVGRSA-N
Standard InChI InChI=1S/C19H32O7/c1-10-7-12(21)8-19(3,4)13(10)6-5-11(2)25-18-17(24)16(23)15(22)14(9-20)26-18/h7,11,13-18,20,22-24H,5-6,8-9H2,1-4H3/t11-,13+,14-,15-,16+,17-,18-/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 Blumenol C glucoside

The barks of Pseudolarix amabilis

Protocol of Blumenol C glucoside

Structure Identification
Chem Pharm Bull (Tokyo). 2010 Mar;58(3):438-41.

Structural revisions of blumenol C glucoside and byzantionoside B.[Pubmed: 20190461 ]


METHODS AND RESULTS:
The absolute stereochemistry of Blumenol C glucoside and byzantionoside B was revised here as (6R,9S)- and (6R,9R)-9-hydroxymegastigman-4-en-3-one 9-O-beta-D-glucopyranosides, respectively, by modified Mosher's method. The empirical rules of (13)C-NMR chemical shift to determine the absolute stereochemistry of C-9 of 9-hydroxymegastigmane 9-O-beta-D-glucopyranoside were also discussed.

Zhongguo Zhong Yao Za Zhi. 2012 May;37(10):1417-21.

[Chemical constituents from the seed coat of Juglans regia].[Pubmed: 22860453]


METHODS AND RESULTS:
Fifteen compounds were isolated from the seed coat of Juglans regia by silica gel, MCI gel and Sephadex LH-20 gel column chromatography, as well as high preparative performance liquid chromatography.
CONCLUSIONS:
Their structures were identified as salidroside (1), (6S, 9S)-roseoside (2), (6S, 9R)-roseoside (3), Blumenol C glucoside (4), byzantionoside B (5), 5-hydroxy-2-methoxy-1, 4-naphthoquinone (6), gallic acid (7), glycerol 1-(9Z-octadecenoate)-2-(9Z, 12Z-octadecadienoate)-3-(9Z, 12Z, 15Z-octadecatrienoate) (8), glycerol 1, 2, 3-tri-(9Z, 12Z-octadecadienoate) (9), glycerol 1, 2, 3-tri-(9Z, 12Z, 15Z-octadecatrienoate) (10), glycerol 1-hexadecanoate-2, 3-di-(9Z, 12Z-octadecadienoate) (11) on the basis of EI-MS, FAB-MS and NMR spectra. Moreover, 35 volatile compounds were identified by GC-MS.

Blumenol C glucoside Dilution Calculator

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Blumenol C glucoside Molarity Calculator

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Preparing Stock Solutions of Blumenol C glucoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6846 mL 13.4228 mL 26.8456 mL 53.6913 mL 67.1141 mL
5 mM 0.5369 mL 2.6846 mL 5.3691 mL 10.7383 mL 13.4228 mL
10 mM 0.2685 mL 1.3423 mL 2.6846 mL 5.3691 mL 6.7114 mL
50 mM 0.0537 mL 0.2685 mL 0.5369 mL 1.0738 mL 1.3423 mL
100 mM 0.0268 mL 0.1342 mL 0.2685 mL 0.5369 mL 0.6711 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 Blumenol C glucoside

Structural revisions of blumenol C glucoside and byzantionoside B.[Pubmed:20190461]

Chem Pharm Bull (Tokyo). 2010 Mar;58(3):438-41.

The absolute stereochemistry of Blumenol C glucoside and byzantionoside B was revised here as (6R,9S)- and (6R,9R)-9-hydroxymegastigman-4-en-3-one 9-O-beta-D-glucopyranosides, respectively, by modified Mosher's method. The empirical rules of (13)C-NMR chemical shift to determine the absolute stereochemistry of C-9 of 9-hydroxymegastigmane 9-O-beta-D-glucopyranoside were also discussed.

[Chemical constituents from the seed coat of Juglans regia].[Pubmed:22860453]

Zhongguo Zhong Yao Za Zhi. 2012 May;37(10):1417-21.

Fifteen compounds were isolated from the seed coat of Juglans regia by silica gel, MCI gel and Sephadex LH-20 gel column chromatography, as well as high preparative performance liquid chromatography. Their structures were identified as salidroside (1), (6S, 9S)-roseoside (2), (6S, 9R)-roseoside (3), Blumenol C glucoside (4), byzantionoside B (5), 5-hydroxy-2-methoxy-1, 4-naphthoquinone (6), gallic acid (7), glycerol 1-(9Z-octadecenoate)-2-(9Z, 12Z-octadecadienoate)-3-(9Z, 12Z, 15Z-octadecatrienoate) (8), glycerol 1, 2, 3-tri-(9Z, 12Z-octadecadienoate) (9), glycerol 1, 2, 3-tri-(9Z, 12Z, 15Z-octadecatrienoate) (10), glycerol 1-hexadecanoate-2, 3-di-(9Z, 12Z-octadecadienoate) (11) on the basis of EI-MS, FAB-MS and NMR spectra. Moreover, 35 volatile compounds were identified by GC-MS.

[Chemical constituents from Faeces bombycis].[Pubmed:19149256]

Zhongguo Zhong Yao Za Zhi. 2008 Nov;33(21):2493-6.

OBJECTIVE: To study the chemical constituents from Faeces bombycis. METHOD: Isolation and purification were carried out on silic gel, Sephadex LH-20 and RP-18 column chromatography. The chemical structures of the constituents were elucidated on the basis of physicochemical properties and spectral data. RESULT: Fifteen compounds were identified as 3S, 5R-dihydroxy-6R, 7-megstigmadien-9-one (1), 3S, 5R-dihydroxy-6S, 7-megstigmadien-9-one (2), (6R, 9R)-3-oxo-alpha-ionol-beta-D-glucopyranoside (3), (6R, 9S)-3-oxo-alpha-ionol-beta-D-glucopyranoside (4), Blumenol C glucoside (5), byzantionoside B (6), alangionoside L (7), lutein (8), pipecolic acid (9), betaine (10), alanine (11), glutamic acid (12), phenylalanine (13), leucine (14), isoleucine (15). CONCLUSION: All the compounds were separated from Faeces bombycis for the first time.

Stimulation of osteogenic activity in human osteoblast cells by edible Uraria crinita.[Pubmed:24785825]

J Agric Food Chem. 2014 Jun 18;62(24):5581-8.

Uraria crinita is an edible herb used as a natural food for childhood skeletal dysplasia. Ethyl acetate, n-butanol, and aqueous fractions of a 95% ethanol crude extract of U. crinita were obtained and the active ingredients isolated and purified using a bioguided method. In this manner, we isolated and identified a new active flavone glycoside, apigenin 6-C-beta-d-apiofuranosyl(1-->2)-alpha-d-xylopyranoside (3) and 10 known components with stimulatory activity on human osteoblast cells. The new compound 3 at 100 muM significantly increased alkaline phosphatase activity (114.10 +/- 4.41%), mineralization (150.10 +/- 0.80%), as well as osteopontin (1.39 +/- 0.01-fold), bone morphogenetic protein-2 (BMP-2, 1.30 +/- 0.04-fold), and runt-related transcription factor 2 (Runx2, 1.43 +/- 0.10-fold) mRNA expression through the activation of the BMP-2/Runx2 pathway. Two other components, dalbergioidin (1) and byzantionoside B (9), displayed similar effects. These results show that U. crinita and its active compounds may have the potential to stimulate bone formation and regeneration.

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