Ophiopogonoside A

CAS# 791849-22-4

Ophiopogonoside A

2D Structure

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Ophiopogonoside A

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Chemical Properties of Ophiopogonoside A

Cas No. 791849-22-4 SDF Download SDF
PubChem ID 134715166 Appearance Powder
Formula C21H38O8 M.Wt 418.52
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,3R,4S,5S,6R)-2-[[(1R,2S,4aR,5R,8S,8aS)-5,8-dihydroxy-4a,8-dimethyl-2-propan-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES CC(C)C1CCC2(C(CCC(C2C1OC3C(C(C(C(O3)CO)O)O)O)(C)O)O)C
Standard InChIKey DQRUOTCFENUXKV-NAQWSYDFSA-N
Standard InChI InChI=1S/C21H38O8/c1-10(2)11-5-7-20(3)13(23)6-8-21(4,27)18(20)17(11)29-19-16(26)15(25)14(24)12(9-22)28-19/h10-19,22-27H,5-9H2,1-4H3/t11-,12+,13+,14+,15-,16+,17+,18+,19-,20-,21-/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 Ophiopogonoside A

The roots of Ophiopogon japonicus

Protocol of Ophiopogonoside A

Structure Identification
J Asian Nat Prod Res. 2012;14(5):491-5.

A new eudesmane sesquiterpene glycosides from Liriope muscari.[Pubmed: 22423627]


METHODS AND RESULTS:
A new eudesmane sesquiterpene glycoside, ophiopogonoside B (1), along with five known compounds, Ophiopogonoside A (2), ruscogenin-1-O-[β-D-glucopyranosyl (1 → 2)]-[β-D-xylopyranosyl (1 → 3)]-β-D-fucopyranoside (3), palmitic acid (4), palmitic acid glyceride (5), and β-sitosterol-D-glucopyranoside (6),was isolated from the tuberous roots of Liriope muscari (Decn.) Bailey (Liliaceae). Their structures were confirmed by 1D and 2D NMR spectroscopy.
CONCLUSIONS:
Among them, compounds 1, 2, 4, and 5 were the first reported from the genus Liriope. Ophiopogonoside B (1) showed moderate inhibitory activity to glycogen phosphorylase a.

J Nat Prod. 2004 Oct;67(10):1761-3.

cis-Eudesmane sesquiterpene glycosides from Liriope muscari and Ophiopogon japonicus.[Pubmed: 15497959]


METHODS AND RESULTS:
Two new cis-eudesmane sesquiterpene glycosides, liriopeoside A (1) and Ophiopogonoside A (2), were extracted and purified from tubers of Liriope muscari and Ophiopogon japonicus, respectively, along with three known compounds. Their structures were elucidated as 1beta,6beta-dihydroxy-cis-eudesm-3-ene-6-O-beta-D-glucopyranoside (1) and 1beta,4beta,6beta-trihydroxy-cis-eudesmane-6-O-beta-D-glucopyranoside (2) by spectral data analysis. The structure and the relative configuration of compound 1 were confirmed by X-ray crystallographic analysis.
CONCLUSIONS:
This is the first time that cis-eudesmane-type sesquiterpenes have been reported from the genera Ophiopogon and Liriope.

Ophiopogonoside A Dilution Calculator

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Ophiopogonoside A Molarity Calculator

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Preparing Stock Solutions of Ophiopogonoside A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3894 mL 11.9469 mL 23.8937 mL 47.7874 mL 59.7343 mL
5 mM 0.4779 mL 2.3894 mL 4.7787 mL 9.5575 mL 11.9469 mL
10 mM 0.2389 mL 1.1947 mL 2.3894 mL 4.7787 mL 5.9734 mL
50 mM 0.0478 mL 0.2389 mL 0.4779 mL 0.9557 mL 1.1947 mL
100 mM 0.0239 mL 0.1195 mL 0.2389 mL 0.4779 mL 0.5973 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 Ophiopogonoside A

cis-Eudesmane sesquiterpene glycosides from Liriope muscari and Ophiopogon japonicus.[Pubmed:15497959]

J Nat Prod. 2004 Oct;67(10):1761-3.

Two new cis-eudesmane sesquiterpene glycosides, liriopeoside A (1) and Ophiopogonoside A (2), were extracted and purified from tubers of Liriope muscari and Ophiopogon japonicus, respectively, along with three known compounds. Their structures were elucidated as 1beta,6beta-dihydroxy-cis-eudesm-3-ene-6-O-beta-D-glucopyranoside (1) and 1beta,4beta,6beta-trihydroxy-cis-eudesmane-6-O-beta-D-glucopyranoside (2) by spectral data analysis. The structure and the relative configuration of compound 1 were confirmed by X-ray crystallographic analysis. This is the first time that cis-eudesmane-type sesquiterpenes have been reported from the genera Ophiopogon and Liriope.

A new eudesmane sesquiterpene glycosides from Liriope muscari.[Pubmed:22423627]

J Asian Nat Prod Res. 2012;14(5):491-5.

A new eudesmane sesquiterpene glycoside, ophiopogonoside B (1), along with five known compounds, Ophiopogonoside A (2), ruscogenin-1-O-[beta-D-glucopyranosyl (1 --> 2)]-[beta-D-xylopyranosyl (1 --> 3)]-beta-D-fucopyranoside (3), palmitic acid (4), palmitic acid glyceride (5), and beta-sitosterol-D-glucopyranoside (6),was isolated from the tuberous roots of Liriope muscari (Decn.) Bailey (Liliaceae). Their structures were confirmed by 1D and 2D NMR spectroscopy. Among them, compounds 1, 2, 4, and 5 were the first reported from the genus Liriope. Ophiopogonoside B (1) showed moderate inhibitory activity to glycogen phosphorylase a.

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