Verbenalin | CAS#548-37-8 | Iridoid Glucoside

MedKoo Cat#: 112185 | Name: Verbenalin

Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Verbenalin is an iridoid glucoside that inhibits the activities of COX-1 and COX-2 and the proliferation of AGS gastric, SF-268 CNS, HCT116 colon, NCI H460 lung, and MCF-7 breast cancer cells.

Chemical Structure

Verbenalin

CAS#548-37-8

Theoretical Analysis

MedKoo Cat#: 112185

Name: Verbenalin

CAS#: 548-37-8

Chemical Formula: C17H24O10

Exact Mass: 388.1369

Molecular Weight: 388.37

Elemental Analysis: C, 52.58; H, 6.23; O, 41.20

Price and Availability

Size	Price	Availability
1mg	USD 350.00	2 Weeks
5mg	USD 600.00	2 Weeks
10mg	USD 900.00	2 Weeks
25mg	USD 1,250.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Verbenalin; Cornin; NSC 118055; NSC-118055; NSC118055

IUPAC/Chemical Name

methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

InChi Key

HLXRWTJXGMHOFN-XJSNKYLASA-N

InChi Code

InChI=1S/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3/t6-,9+,10+,11-,12+,13-,14+,16-,17-/m0/s1

SMILES Code

COC(C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@]3([C@@]1(C(C[C@@H]3C)=O)[H])[H])=O

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

	Solvent	mg/mL	mM
Solubility
	DMF	30.0	77.25
	DMSO	30.0	77.25
	PBS (pH:7.2)	10.0	25.75

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 388.37 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Vervain. 2024 Aug 15. PMID: 30000912. 2: Feng R, Wang S, Wang Z, Liu T, Zhang G, Xu S, Ma T, Lv X, Zhang L. Study on fingerprint and quantitative analysis of Verbena officinalis water extract by LC-MS and HPLC. Biomed Chromatogr. 2024 Jul;38(7):e5894. doi: 10.1002/bmc.5894. Epub 2024 May 22. PMID: 38777624. 3: Zhang W, Zhang P, Xu LH, Gao K, Zhang JL, Yao MN, Li RL, Guo C, Wang JW, Wu QX. Ethanol extract of Verbena officinalis alleviates MCAO-induced ischaemic stroke by inhibiting IL17A pathway-regulated neuroinflammation. Phytomedicine. 2024 Jan;123:155237. doi: 10.1016/j.phymed.2023.155237. Epub 2023 Nov 23. PMID: 38056148. 4: Yang L, Liu T, Zhuo Y, Li D, Li D, Liu J, Gao H, Zhang L, Lin J, Wang X. Verbenalin alleviates acute lung injury induced by sepsis and IgG immune complex through GPR18 receptor. Cell Signal. 2023 Sep;109:110768. doi: 10.1016/j.cellsig.2023.110768. Epub 2023 Jun 12. PMID: 37315751. 5: Yang X, Chen S, Du K, Shang Y, Fang S, Li J, Zhang H, Chang Y. Simultaneous determination of multiple components in rat plasma by UHPLC-sMRM for pharmacokinetic studies after oral administration of Qingjin Yiqi Granules. Front Pharmacol. 2023 Apr 13;14:1155973. doi: 10.3389/fphar.2023.1155973. PMID: 37124227; PMCID: PMC10133546. 6: Dai X, Zhou X, Shao R, Zhao R, Yanamandra AK, Xing Z, Ding M, Wang J, Liu T, Zheng Q, Zhang P, Zhang H, Wang Y, Qu B, Wang Y. Bioactive Constituents of Verbena officinalis Alleviate Inflammation and Enhance Killing Efficiency of Natural Killer Cells. Int J Mol Sci. 2023 Apr 12;24(8):7144. doi: 10.3390/ijms24087144. PMID: 37108306; PMCID: PMC10138337. 7: Dong J, Du C, Xu C, Wang Q, Wang Z, Zhu Q, Lv X, Zhang L, Li J, Huang C, Wang H, Ma T. Verbenalin attenuates hepatic damage and mitochondrial dysfunction in alcohol-associated steatohepatitis by regulating MDMX/PPARα-mediated ferroptosis. J Ethnopharmacol. 2023 May 10;307:116227. doi: 10.1016/j.jep.2023.116227. Epub 2023 Feb 3. PMID: 36739928. 8: Shin HJ, Lim YG, Ha JS, Yang G, Yook TH. Bacterial Reverse Mutation Test of Verbenalin. J Pharmacopuncture. 2022 Dec 31;25(4):364-368. doi: 10.3831/KPI.2022.25.4.364. PMID: 36628351; PMCID: PMC9806159. 9: Lim J, Kim S, Lee C, Park J, Yang G, Yook T. Verbenalin Reduces Amyloid-Beta Peptide Generation in Cellular and Animal Models of Alzheimer's Disease. Molecules. 2022 Dec 8;27(24):8678. doi: 10.3390/molecules27248678. PMID: 36557811; PMCID: PMC9781082. 10: Rodrigues Oliveira SM, Dias E, Girol AP, Silva H, Pereira ML. Exercise Training and Verbena officinalis L. Affect Pre-Clinical and Histological Parameters. Plants (Basel). 2022 Nov 15;11(22):3115. doi: 10.3390/plants11223115. PMID: 36432843; PMCID: PMC9699298. 11: Demiryürek AN, Göktürk Ö, Saracaloglu A, Demiryürek S, Demiryürek AT. Protective effects of verbenalin and (+)-eudesmin against 6-hydroxydopamine- induced oxidative/nitrosative stress in SH-SY5Y cells. Mol Biol Rep. 2023 Jan;50(1):331-338. doi: 10.1007/s11033-022-08039-z. Epub 2022 Nov 4. PMID: 36331750. 12: Lan T, Xu Y, Li S, Li N, Zhang S, Zhu H. Cornin protects against cerebral ischemia/reperfusion injury by preventing autophagy via the PI3K/Akt/mTOR pathway. BMC Pharmacol Toxicol. 2022 Oct 24;23(1):82. doi: 10.1186/s40360-022-00620-3. PMID: 36280856; PMCID: PMC9594897. 13: Peng S, Li F, Yu K, Zhou F, Yu H, Liu H, Guo J, Li G, Wang C, Yan X, Li Z. Integrating transcriptome and chemical analyses to reveal the anti-Alzheimer's disease components in Verbena officinalis Linn. Front Plant Sci. 2022 Aug 4;13:955075. doi: 10.3389/fpls.2022.955075. PMID: 35991454; PMCID: PMC9386363. 14: Zhai X, Li L, Zhang P, Guo Y, Jiang H, He W, Li Y, Zhang B, Yao D. EVALUATION OF THE INHIBITORY EFFECTS OF SIX NATURAL PRODUCT EXTRACTS AGAINST BABESIA GIBSONI IN VITRO AND IN VIVO. J Parasitol. 2022 Jul 1;108(4):301-305. doi: 10.1645/21-108. PMID: 35877154. 15: Wang X, Zhang J, Luo L, Song X, Wang P, Liu D. Comparative pharmacokinetics of 24 major bioactive components in normal and ARDS rats after oral administration of Xuanfei Baidu granules. J Ethnopharmacol. 2022 Oct 5;296:115472. doi: 10.1016/j.jep.2022.115472. Epub 2022 Jun 16. PMID: 35718055. 16: Wang Y, Wang X, Li Y, Xue Z, Shao R, Li L, Zhu Y, Zhang H, Yang J. Xuanfei Baidu Decoction reduces acute lung injury by regulating infiltration of neutrophils and macrophages via PD-1/IL17A pathway. Pharmacol Res. 2022 Feb;176:106083. doi: 10.1016/j.phrs.2022.106083. Epub 2022 Jan 13. PMID: 35033647; PMCID: PMC8757644. 17: Zhang Q, Qu Z, Zhou Y, Zhou J, Yang J, Li S, Xu Q, Zhou X. In vitro study on the effect of cornin on the activity of cytochrome P450 enzymes. BMC Complement Med Ther. 2021 May 9;21(1):138. doi: 10.1186/s12906-021-03309-y. PMID: 33966625; PMCID: PMC8108370. 18: Mahrosh HS, Mustafa G. An in silico approach to target RNA-dependent RNA polymerase of COVID-19 with naturally occurring phytochemicals. Environ Dev Sustain. 2021;23(11):16674-16687. doi: 10.1007/s10668-021-01373-5. Epub 2021 Apr 3. PMID: 33841038; PMCID: PMC8018901. 19: Kubica P, Szopa A, Kokotkiewicz A, Miceli N, Taviano MF, Maugeri A, Cirmi S, Synowiec A, Gniewosz M, Elansary HO, Mahmoud EA, El-Ansary DO, Nasif O, Luczkiewicz M, Ekiert H. Production of Verbascoside, Isoverbascoside and Phenolic Acids in Callus, Suspension, and Bioreactor Cultures of Verbena officinalis and Biological Properties of Biomass Extracts. Molecules. 2020 Nov 28;25(23):5609. doi: 10.3390/molecules25235609. PMID: 33260609; PMCID: PMC7729923. 20: Tao Z, Chen J, Su J, Wu S, Yuang Y, Yao H, Wong CCL, Lu H. Quantitative Proteomics Analysis of Systemic Responses and Biological Mechanisms of ShuFengJieDu Capsule Using H1N1-Infected RAW264.7 Cells. ACS Omega. 2020 Jun 18;5(25):15417-15423. doi: 10.1021/acsomega.0c01545. PMID: 32637816; PMCID: PMC7331074.