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Lucidin 3-O-primeveroside

CAS# 29706-59-0

Lucidin 3-O-primeveroside

Catalog No. BCN8584----Order now to get a substantial discount!

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Lucidin 3-O-primeveroside: 5mg $1702 In Stock
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Quality Control of Lucidin 3-O-primeveroside

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Chemical structure

Lucidin 3-O-primeveroside

3D structure

Chemical Properties of Lucidin 3-O-primeveroside

Cas No. 29706-59-0 SDF Download SDF
PubChem ID 160180 Appearance Yellow powder
Formula C26H28O14 M.Wt 564.50
Type of Compound Anthraquinones Storage Desiccate at -20°C
Synonyms Ophiohayatone B
Solubility Soluble in water; sparingly soluble in methan
Chemical Name 1-hydroxy-2-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
SMILES C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)C(=O)C5=CC=CC=C5C4=O)O)CO)O)O)O)O)O)O
Standard InChIKey NVKNRXOMCYTFJF-WFLOGZPDSA-N
Standard InChI InChI=1S/C26H28O14/c27-6-12-14(5-11-16(19(12)31)18(30)10-4-2-1-3-9(10)17(11)29)39-26-24(36)22(34)21(33)15(40-26)8-38-25-23(35)20(32)13(28)7-37-25/h1-5,13,15,20-28,31-36H,6-8H2/t13-,15-,20+,21-,22+,23-,24-,25+,26-/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 Lucidin 3-O-primeveroside

1 Morinda sp. 2 Ophiorrhiza sp. 3 Rubia sp. 4 Xanthophytum sp.

Biological Activity of Lucidin 3-O-primeveroside

Description1. Lucidin-3-O- primeveroside, a food pigment, shows effective antifeedant against the carpet beetle. 2. Lucidin-3-O- primeveroside is reported to be carcinogenic in the kidney and liver of rats. 3. Lucidin-3-O-β-D-primeveroside displays a significant reduction of the blood glucose levels in anti-diabetic tests.
TargetsTopoisomerase

Lucidin 3-O-primeveroside Dilution Calculator

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Lucidin 3-O-primeveroside Molarity Calculator

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Preparing Stock Solutions of Lucidin 3-O-primeveroside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7715 mL 8.8574 mL 17.7148 mL 35.4296 mL 44.287 mL
5 mM 0.3543 mL 1.7715 mL 3.543 mL 7.0859 mL 8.8574 mL
10 mM 0.1771 mL 0.8857 mL 1.7715 mL 3.543 mL 4.4287 mL
50 mM 0.0354 mL 0.1771 mL 0.3543 mL 0.7086 mL 0.8857 mL
100 mM 0.0177 mL 0.0886 mL 0.1771 mL 0.3543 mL 0.4429 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 Lucidin 3-O-primeveroside

Chemical structure determination of DNA bases modified by active metabolites of lucidin-3-O-primeveroside.[Pubmed:20000472]

Chem Res Toxicol. 2010 Jan;23(1):134-41.

Lucidin-3-O- primeveroside (LuP) is one of the components of madder root (Rubia tinctorum L.; MR) which is reported to be carcinogenic in the kidney and liver of rats. Since metabolism of LuP generates genotoxic compounds such as lucidin (Luc) and rubiadin (Rub), it is likely that LuP plays a key role in MR carcinogenesis. In the present study, the chemical structures of Luc-specific 2'-deoxyguanosine (dG) and 2'-deoxyadenosine (dA) adducts following the reactions of dG and dA with a Luc carbocation or quinone methide intermediate derived from Acetoxy-Luc were determined by liquid chromatography with photodiode array and electron spray ionizaion-mass spectrometry (LC-PDA-ESI/MS). The identification of the two measurable adducts as Luc-N(2)-dG and Luc-N(6)-dA was confirmed by NMR analysis. Subsequently, using a newly developed quantitative analytical method using LC-ESI/MS, the formation of Luc-N(2)-dG and Luc-N(6)-dA from the reaction of calf thymus DNA with Luc in the presence of S9 mixture was observed. The fact that this reaction with Rub also gave rise to the same dG and dA adducts strongly suggests that Rub genotoxicity involves a metabolic conversion to Luc. The precise determination of the modified DNA bases generated by LuP and the method for their analysis may contribute to further comprehension of the mode of action underlying carcinogenesis by MR and related anthraquinones.

Antifeedant activity of an anthraquinone aldehyde in Galium aparine L. against Spodoptera litura F.[Pubmed:12009319]

Phytochemistry. 2002 May;60(2):163-6.

The insect antifeedant anthraquinone aldehyde nordamnacanthal (1,3-dihydroxy-anthraquinone-2-al) was identified in Galium aparine L., and isolated from the root powder of akane (Rubia akane), a member of the Rubiaceae. Structure-activity relationship (SAR) studies using a series of anthraquinone analogues suggested that the aldehyde group on the anthraquinone was more important than the quinone moiety for antifeedant activity against the common cutworm (Spodoptera litura). High levels of nordamnacanthal were found in the seed leaf stage and in callus tissue induced from seedlings of G. aparine, but its concentration decreased with plant development. Since these compounds are natural pigments for dying textiles, we also evaluated the antifeedant activity against the carpet beetle (Attagenus japonicus ), a textile pest was also evaluated. While nordamnacanthal had strong antifeedant activity against the common cutworm, it did not show any antifeedant activity against the carpet beetle. The most effective antifeedant against the carpet beetle was the major constituent in the extract of R. trictorum, lucidin-3-O-primeveroside, a food pigment.

Anthraquinones from Neonauclea calycina and their inhibitory activity against DNA topoisomerase II.[Pubmed:9657055]

Biol Pharm Bull. 1998 Jun;21(6):641-2.

In a series of searches for DNA topoisomerase II inhibitors from naturally occurring compounds, a wood extract of Neonauclea calycina MERR. (Rubiaceae) showed a moderate effect in vitro. Purification of the extract resulted in the isolation of seven known anthraquinones. The structures were characterized as damnacanthal, rubiadin 1-methyl ether, nordamnacanthal, morindone, damnacanthol, Lucidin 3-O-primeveroside and morindone 6-O-primeveroside by spectral analysis, respectively. Damnacanthal and morindone showed an intensive inhibitory effect against topoisomerase II (IC50: 20 micrograms/ml and 21 micrograms/ml).

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