Verminoside

Verminoside is an iridoid isolated from Kigelia africana, exhibits anti-inflammatory and remarkable antioxidant activity with a radical-scavenging activity of 2.5 μg/mL. The genotoxicity of Verminoside on human lymphocytes is associated with elevated levels of PARP-1 and p53 proteins.

Product information

CAS Number: 50932-19-9

Molecular Weight: 524.47

Formula: C24H28O13

Chemical Name: (1S, 2S, 4S, 5S, 6R, 10S)-2-(hydroxymethyl)-10-{[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3, 9-dioxatricyclo[4.4.0.0, ]dec-7-en-5-yl (2E)-3-(3, 4-dihydroxyphenyl)prop-2-enoate

Smiles: OC1=CC(/C=C/C(=O)O[C@@H]2[C@@H]3O[C@]3(CO)[C@H]3[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)OC=C[C@@H]23)=CC=C1O

InChiKey: MZQXNUBTVLKMLP-QOEJBJAYSA-N

InChi: InChI=1S/C24H28O13/c25-8-14-17(30)18(31)19(32)23(34-14)36-22-16-11(5-6-33-22)20(21-24(16,9-26)37-21)35-15(29)4-2-10-1-3-12(27)13(28)7-10/h1-7,11,14,16-23,25-28,30-32H,8-9H2/b4-2+/t11-,14-,16-,17-,18+,19-,20+,21+,22+,23+,24-/m1/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Verminoside (Compound 1; 0.01-1 mM; 25 hours; J774.A1 macrophages) treatment shows significant and concentration-related inhibition of iNOS expression at 0.1 mM and 1 mM in LPS-stimulated J774.A1 macrophages.

References:

1. Picerno P, et al. Anti-inflammatory activity of verminoside from Kigelia africana and evaluation of cutaneous irritation in cell cultures and reconstituted human epidermis. J Nat Prod. 2005 Nov;68(11):1610-4.
2. Boniface PK, et al. RP-HPLC-DAD method for the identification of two potential antioxidant agents namely verminoside and 1-O-(E)-caffeoyl-β-gentiobiose from Spathodea campanulata leaves. Nat Prod Res. 2015;29(7):676-80.
3. Santoro A, et al. Verminoside- and verbascoside-induced genotoxicity on human lymphocytes: involvement of PARP-1 and p53 proteins. Toxicol Lett. 2008 May 5;178(2):71-6.

Products are for research use only. Not for human use.