Taraxasterol | CAS#1059-14-9 | anti-inflammatory

MedKoo Cat#: 585307 | Name: Taraxasterol

Description:

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

Taraxasterol is a pentacyclic-triterpene isolated from Taraxacum officinale that has been reported to have anti-inflammatory effect.

Chemical Structure

Taraxasterol

CAS#1059-14-9

Theoretical Analysis

MedKoo Cat#: 585307

Name: Taraxasterol

CAS#: 1059-14-9

Chemical Formula: C30H50O

Exact Mass: 426.3862

Molecular Weight: 426.73

Elemental Analysis: C, 84.44; H, 11.81; O, 3.75

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Taraxasterol; Isolactucerol

IUPAC/Chemical Name

18alpha,19betaH-Urs-20(30)-en-3beta-ol

InChi Key

XWMMEBCFHUKHEX-QGTGJCAVSA-N

InChi Code

InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1

SMILES Code

CC(C)([C@](CC[C@@]([C@](CC[C@@](CC1)2C)3C)4C)5[H])[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3([H])[C@@]2([H])[C@@H](C)C1=C

Appearance

Solid powder

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

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Preparing Stock Solutions

The following data is based on the product molecular weight 426.73 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: Nobre da Silva FA, de Farias Freire SM, da Rocha Borges MO, Vidal Barros FE, da de Sousa M, de Sousa Ribeiro MN, Pinheiro Guilhon GMS, Müller AH, Romão Borges AC. Antinociceptive and Anti-inflammatory Effects of Triterpenes from Pluchea quitoc DC. Aerial Parts. Pharmacognosy Res. 2017 Dec;9(Suppl 1):S1-S4. doi: 10.4103/pr.pr_51_17. PubMed PMID: 29333034; PubMed Central PMCID: PMC5757318. 2: Liu B, He Z, Wang J, Xin Z, Wang J, Li F, Fu Y. Taraxasterol Inhibits LPS-Induced Inflammatory Response in BV2 Microglia Cells by Activating LXRα. Front Pharmacol. 2018 Apr 4;9:278. doi: 10.3389/fphar.2018.00278. eCollection 2018. PubMed PMID: 29670526; PubMed Central PMCID: PMC5893773. 3: Bao T, Ke Y, Wang Y, Wang W, Li Y, Wang Y, Kui X, Zhou Q, Zhou H, Zhang C, Zhou D, Wang L, Xiao C. Taraxasterol suppresses the growth of human liver cancer by upregulating Hint1 expression. J Mol Med (Berl). 2018 Jul;96(7):661-672. doi: 10.1007/s00109-018-1652-7. Epub 2018 May 27. PubMed PMID: 29806073. 4: Zheng F, Dong X, Meng X. Anti-Inflammatory Effects of Taraxasterol on LPS-Stimulated Human Umbilical Vein Endothelial Cells. Inflammation. 2018 Oct;41(5):1755-1761. doi: 10.1007/s10753-018-0818-3. PubMed PMID: 29951871. 5: Wang Y, Li GH, Liu XY, Xu L, Wang SS, Zhang XM. IN VIVO ANTI-INFLAMMATORY EFFECTS OF TARAXASTEROL AGAINST ANIMAL MODELS. Afr J Tradit Complement Altern Med. 2016 Nov 23;14(1):43-51. doi: 10.21010/ajtcam.v14i1.6. eCollection 2017. PubMed PMID: 28480383; PubMed Central PMCID: PMC5411885. 6: Piao T, Ma Z, Li X, Liu J. Taraxasterol inhibits IL-1β-induced inflammatory response in human osteoarthritic chondrocytes. Eur J Pharmacol. 2015 Jun 5;756:38-42. doi: 10.1016/j.ejphar.2015.03.012. Epub 2015 Mar 20. PubMed PMID: 25797286. 7: Wang S, Wang Y, Liu X, Guan L, Yu L, Zhang X. Anti-inflammatory and anti-arthritic effects of taraxasterol on adjuvant-induced arthritis in rats. J Ethnopharmacol. 2016 Jul 1;187:42-8. doi: 10.1016/j.jep.2016.04.031. Epub 2016 Apr 22. PubMed PMID: 27109342. 8: Xu L, Yu Y, Sang R, Li J, Ge B, Zhang X. Protective Effects of Taraxasterol against Ethanol-Induced Liver Injury by Regulating CYP2E1/Nrf2/HO-1 and NF-κB Signaling Pathways in Mice. Oxid Med Cell Longev. 2018 Sep 23;2018:8284107. doi: 10.1155/2018/8284107. eCollection 2018. PubMed PMID: 30344887; PubMed Central PMCID: PMC6174809. 9: Yousefi Ghale-Salimi M, Eidi M, Ghaemi N, Khavari-Nejad RA. Inhibitory effects of taraxasterol and aqueous extract of Taraxacum officinale on calcium oxalate crystallization: in vitro study. Ren Fail. 2018 Nov;40(1):298-305. doi: 10.1080/0886022X.2018.1455595. PubMed PMID: 29619876; PubMed Central PMCID: PMC6014465. 10: Jiang SH, Ping LF, Sun FY, Wang XL, Sun ZJ. Protective effect of taraxasterol against rheumatoid arthritis by the modulation of inflammatory responses in mice. Exp Ther Med. 2016 Dec;12(6):4035-4040. doi: 10.3892/etm.2016.3860. Epub 2016 Nov 2. PubMed PMID: 28101182; PubMed Central PMCID: PMC5228288. 11: Zhang N, Pang L, Dong N, Xu D, Xu H. Quantification of taraxasterol in rat plasma by LC/MS/MS: application to a pharmacokinetic study. Biomed Chromatogr. 2015 Nov;29(11):1643-9. doi: 10.1002/bmc.3473. Epub 2015 Apr 14. PubMed PMID: 25873241. 12: Yousefi Ghale-Salimi M, Eidi M, Ghaemi N, Khavari-Nejad RA. Antiurolithiatic effect of the taraxasterol on ethylene glycol induced kidney calculi in male rats. Urolithiasis. 2018 Oct;46(5):419-428. doi: 10.1007/s00240-017-1023-9. Epub 2017 Nov 30. PubMed PMID: 29189886. 13: Xueshibojie L, Duo Y, Tiejun W. Taraxasterol inhibits cigarette smoke-induced lung inflammation by inhibiting reactive oxygen species-induced TLR4 trafficking to lipid rafts. Eur J Pharmacol. 2016 Oct 15;789:301-307. doi: 10.1016/j.ejphar.2016.07.047. Epub 2016 Jul 28. PubMed PMID: 27477353. 14: San Z, Fu Y, Li W, Zhou E, Li Y, Song X, Wang T, Tian Y, Wei Z, Yao M, Cao Y, Zhang N. Protective effect of taraxasterol on acute lung injury induced by lipopolysaccharide in mice. Int Immunopharmacol. 2014 Apr;19(2):342-50. doi: 10.1016/j.intimp.2014.01.031. Epub 2014 Feb 15. PubMed PMID: 24548765. 15: Liu J, Xiong H, Cheng Y, Cui C, Zhang X, Xu L, Zhang X. Effects of taraxasterol on ovalbumin-induced allergic asthma in mice. J Ethnopharmacol. 2013 Jul 30;148(3):787-93. doi: 10.1016/j.jep.2013.05.006. Epub 2013 May 29. PubMed PMID: 23727181. 16: Yang D, Liu X, Liu M, Chi H, Liu J, Han H. Protective effects of quercetin and taraxasterol against H(2)O(2)-induced human umbilical vein endothelial cell injury in vitro. Exp Ther Med. 2015 Oct;10(4):1253-1260. Epub 2015 Aug 25. PubMed PMID: 26622474; PubMed Central PMCID: PMC4578013. 17: Xiong H, Cheng Y, Zhang X, Zhang X. Effects of taraxasterol on iNOS and COX-2 expression in LPS-induced RAW 264.7 macrophages. J Ethnopharmacol. 2014 Aug 8;155(1):753-7. doi: 10.1016/j.jep.2014.06.023. Epub 2014 Jun 16. PubMed PMID: 24945401. 18: Zhang X, Xiong H, Liu L. Effects of taraxasterol on inflammatory responses in lipopolysaccharide-induced RAW 264.7 macrophages. J Ethnopharmacol. 2012 May 7;141(1):206-11. doi: 10.1016/j.jep.2012.02.020. Epub 2012 Feb 17. PubMed PMID: 22366673. 19: Zhang X, Xiong H, Li H, Cheng Y. Protective effect of taraxasterol against LPS-induced endotoxic shock by modulating inflammatory responses in mice. Immunopharmacol Immunotoxicol. 2014 Feb;36(1):11-6. doi: 10.3109/08923973.2013.861482. Epub 2013 Nov 29. PubMed PMID: 24286370. 20: Chen W, Da W, Li C, Fan H, Liang R, Yuan J, Huang X, Yang R, Zhang J, Zhu J. Network pharmacology-based identification of the protective mechanisms of taraxasterol in experimental colitis. Int Immunopharmacol. 2019 Jun;71:259-266. doi: 10.1016/j.intimp.2019.03.042. Epub 2019 Mar 28. PubMed PMID: 30927736.