Vibsanin C

CAS# 74690-89-4

Vibsanin C

Catalog No. BCN4590----Order now to get a substantial discount!

Product Name & Size Price Stock
Vibsanin C:5mg Please Inquire In Stock
Vibsanin C:10mg Please Inquire In Stock
Vibsanin C:20mg Please Inquire In Stock
Vibsanin C:50mg Please Inquire In Stock

Quality Control of Vibsanin C

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Chemical structure

Vibsanin C

3D structure

Chemical Properties of Vibsanin C

Cas No. 74690-89-4 SDF Download SDF
PubChem ID 10432070 Appearance Powder
Formula C25H36O5 M.Wt 416.56
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(E)-2-[(1S,2S,7S)-5-(hydroxymethyl)-2-methyl-2-(4-methylpent-3-enyl)-6-oxo-7-(2-oxopropyl)cyclohept-4-en-1-yl]ethenyl] 3-methylbut-2-enoate
SMILES CC(=CCCC1(CC=C(C(=O)C(C1C=COC(=O)C=C(C)C)CC(=O)C)CO)C)C
Standard InChIKey FUJYXGPHSQJMJL-QQFOBNRMSA-N
Standard InChI InChI=1S/C25H36O5/c1-17(2)8-7-11-25(6)12-9-20(16-26)24(29)21(15-19(5)27)22(25)10-13-30-23(28)14-18(3)4/h8-10,13-14,21-22,26H,7,11-12,15-16H2,1-6H3/b13-10+/t21-,22-,25-/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 Vibsanin C

The herbs of Viburnum cylindricum

Biological Activity of Vibsanin C

DescriptionStandard reference
In vitro

Chemistry and biological activities of Viburnum odoratissimum.[Pubmed: 23724642]

Yao Xue Xue Bao. 2013 Mar;48(3):325-32.


METHODS AND RESULTS:
Viburnum odoratissimum is a folk medicinal plant, it can dredge the meridian passage and contains mainly diterpenes, triterpenes, flavonoids, sesquiterpenes, lignans, coumarin glycosides, etc. Vibsanin-type diterpenoids are the characteristic compounds of V. odoratissimum, and are divided into eleven-membered ring, seven-membered ring, and rearrangement-type. Vibsanin B, Vibsanin C and neovibsanin A are the representative compounds of the three subtypes of vibsanin-type diterpenoids respectively.
CONCLUSIONS:
V. odoratissimum has cytotoxic activity, antibacterial activity, fish piscicidal activity and activity of inhibiting the growth of plants, Cytotoxic activity is the main biological activity.

Protocol of Vibsanin C

Structure Identification
J Nat Prod. 1999 Feb;62(2):337-9.

Chemical conversion of vibsanin C to vibsanin E and structure of 3-hydroxyvibsanin E from viburnum awabuki.[Pubmed: 10075780]


METHODS AND RESULTS:
Vibsanin E (4), a tricyclic vibsane-type diterpene, has been prepared in 50% yield from Vibsanin C (2), a seven-membered ring vibsane-type diterpene by reaction with BF3.OEt2 at -78 degrees C. This chemical correlation not only established structure, including absolute configurations, but also has demonstrated a possible biosynthetic route to 4 via 2 derived from vibsanin B (1).
CONCLUSIONS:
The structure of 3-hydroxyvibsanin E (5), another example of a tricyclic seven-membered ring vibsane, isolated from the leaves of Viburnumawabuki, has been established by extensive analyses of 2D NMR data and comparison of its spectral data with those of 4.

J Nat Prod. 2004 Jan;67(1):74-7.

Vibsane diterpenoids from the leaves and flowers of Viburnum odoratissimum.[Pubmed: 14738390 ]


METHODS AND RESULTS:
In addition to the five known compounds 5-epi-vibsanin H, vibsanins C, H, and G, and aldovibsanin B, four new diterpenes, 5-epi-vibsanin G (1), 18-O-methylvibsanin G (2), vibsanin M (3), and aldoVibsanin C (4), were isolated from an acetone extract of the leaves and flowers of Viburnum odoratissimum by bioassay-directed fractionation. In addition, two acetyl derivatives 5 and 6 were obtained from the naturally occurring diterpenes.
CONCLUSIONS:
The structures of the new compounds were established on the basis of NMR spectral analysis, including COSY, HMQC, HMBC, and NOESY correlations. The compounds were evaluated for cytotoxicity against human nasopharyngeal carcinoma (HONE-1) tumor cells and human gastric cancer (NUGC-3) cells.

Vibsanin C Dilution Calculator

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Vibsanin C Molarity Calculator

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Preparing Stock Solutions of Vibsanin C

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4006 mL 12.0031 mL 24.0061 mL 48.0123 mL 60.0154 mL
5 mM 0.4801 mL 2.4006 mL 4.8012 mL 9.6025 mL 12.0031 mL
10 mM 0.2401 mL 1.2003 mL 2.4006 mL 4.8012 mL 6.0015 mL
50 mM 0.048 mL 0.2401 mL 0.4801 mL 0.9602 mL 1.2003 mL
100 mM 0.024 mL 0.12 mL 0.2401 mL 0.4801 mL 0.6002 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 Vibsanin C

[Chemistry and biological activities of Viburnum odoratissimum].[Pubmed:23724642]

Yao Xue Xue Bao. 2013 Mar;48(3):325-32.

Viburnum odoratissimum is a folk medicinal plant, it can dredge the meridian passage and contains mainly diterpenes, triterpenes, flavonoids, sesquiterpenes, lignans, coumarin glycosides, etc. Vibsanin-type diterpenoids are the characteristic compounds of V. odoratissimum, and are divided into eleven-membered ring, seven-membered ring, and rearrangement-type. Vibsanin B, Vibsanin C and neovibsanin A are the representative compounds of the three subtypes of vibsanin-type diterpenoids respectively. V. odoratissimum has cytotoxic activity, antibacterial activity, fish piscicidal activity and activity of inhibiting the growth of plants, Cytotoxic activity is the main biological activity.

Chemical conversion of vibsanin C to vibsanin E and structure of 3-hydroxyvibsanin E from viburnum awabuki[Pubmed:10075780]

J Nat Prod. 1999 Feb;62(2):337-9.

Vibsanin E (4), a tricyclic vibsane-type diterpene, has been prepared in 50% yield from Vibsanin C (2), a seven-membered ring vibsane-type diterpene by reaction with BF3.OEt2 at -78 degrees C. This chemical correlation not only established structure, including absolute configurations, but also has demonstrated a possible biosynthetic route to 4 via 2 derived from vibsanin B (1). The structure of 3-hydroxyvibsanin E (5), another example of a tricyclic seven-membered ring vibsane, isolated from the leaves of Viburnumawabuki, has been established by extensive analyses of 2D NMR data and comparison of its spectral data with those of 4.

Vibsane diterpenoids from the leaves and flowers of Viburnum odoratissimum.[Pubmed:14738390]

J Nat Prod. 2004 Jan;67(1):74-7.

In addition to the five known compounds 5-epi-vibsanin H, vibsanins C, H, and G, and aldovibsanin B, four new diterpenes, 5-epi-vibsanin G (1), 18-O-methylvibsanin G (2), vibsanin M (3), and aldoVibsanin C (4), were isolated from an acetone extract of the leaves and flowers of Viburnum odoratissimum by bioassay-directed fractionation. In addition, two acetyl derivatives 5 and 6 were obtained from the naturally occurring diterpenes. The structures of the new compounds were established on the basis of NMR spectral analysis, including COSY, HMQC, HMBC, and NOESY correlations. The compounds were evaluated for cytotoxicity against human nasopharyngeal carcinoma (HONE-1) tumor cells and human gastric cancer (NUGC-3) cells.

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