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MedKoo Cat#: 563474 | Name: Demethylzeylasteral
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Description:

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

Demethylzeylasteral is a reno-protective agent. It acts by inhibiting the activation of NF-κB, reducing the downstream pro-inflammatory mediators and thus restricting macrophage infiltration.

Chemical Structure

Demethylzeylasteral
Demethylzeylasteral
CAS#107316-88-1

Theoretical Analysis

MedKoo Cat#: 563474

Name: Demethylzeylasteral

CAS#: 107316-88-1

Chemical Formula: C29H36O6

Exact Mass: 480.2512

Molecular Weight: 480.60

Elemental Analysis: C, 72.48; H, 7.55; O, 19.97

Price and Availability

Size Price Availability Quantity
25mg USD 350.00 2 Weeks
50mg USD 550.00 2 Weeks
100mg USD 850.00 2 Weeks
250mg USD 1,450.00 2 Weeks
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Related CAS #
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Synonym
Demethylzeylasteral; T-96; T 96; T96; TZ-93; TZ93; TZ 93;
IUPAC/Chemical Name
(2S,4aS,6aS,12bR,14aR,14bS)-9-formyl-10,11-dihydroxy-2,4a,6a,12b,14a-pentamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid
InChi Key
ZDZSFWLPCFRASW-NGNIGKTMSA-N
InChi Code
InChI=1S/C29H36O6/c1-25-6-7-26(2,24(34)35)14-21(25)29(5)11-9-27(3)17-12-19(32)23(33)16(15-30)22(17)18(31)13-20(27)28(29,4)10-8-25/h12-13,15,21,32-33H,6-11,14H2,1-5H3,(H,34,35)/t21-,25+,26-,27-,28+,29+/m0/s1
SMILES Code
O=C([C@](CC[C@]1(C)CC[C@]2(C)C3=C4)(C)C[C@@H]1[C@@]2(C)CC[C@@]3(C)C5=C(C(C=O)=C(O)C(O)=C5)C4=O)O
Appearance
Solid powder
Purity
>95% (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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 480.60 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.

Recalculate based on batch purity %
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: Yang L, Xia Y, An L, Zhou D. An LC-MS/MS method for quantification of demethylzeylasteral, a novel immunosuppressive agent in rat plasma and the application to a pharmacokinetic study. Biomed Chromatogr. 2018 Aug;32(8):e4247. doi: 10.1002/bmc.4247. Epub 2018 Apr 23. PubMed PMID: 29574824. 2: Wang F, Tian X, Zhang Z, Ma Y, Xie X, Liang J, Yang C, Yang Y. Demethylzeylasteral (ZST93) inhibits cell growth and enhances cell chemosensitivity to gemcitabine in human pancreatic cancer cells via apoptotic and autophagic pathways. Int J Cancer. 2018 May 1;142(9):1938-1951. doi: 10.1002/ijc.31211. Epub 2018 Jan 4. PubMed PMID: 29238973. 3: Zhao Y, He J, Li J, Peng X, Wang X, Dong Z, Zhao E, Liu Y, Wu Z, Cui H. Demethylzeylasteral inhibits cell proliferation and induces apoptosis through suppressing MCL1 in melanoma cells. Cell Death Dis. 2017 Oct 26;8(10):e3133. doi: 10.1038/cddis.2017.529. PubMed PMID: 29072681; PubMed Central PMCID: PMC5682691. 4: Zhao XM, Pu SB, Zhao QG, Gong M, Wang JB, Ma ZJ, Xiao XH, Zhao KJ. [Preliminary study on effective components of Tripterygium wilfordii for liver toxicity based on spectrum-effect correlation analysis]. Zhongguo Zhong Yao Za Zhi. 2016 Aug;41(15):2915-2921. doi: 10.4268/cjcmm20161527. Chinese. PubMed PMID: 28914037. 5: Huang Y, Wang S, Zhang C, Xu Z, Shen J, Du X, Zhang H, Zhang K, Zhang D. Experimental study of the anti-atherosclerotic effect of demethylzeylasteral. Exp Ther Med. 2017 Jun;13(6):2787-2792. doi: 10.3892/etm.2017.4352. Epub 2017 Apr 18. PubMed PMID: 28587342; PubMed Central PMCID: PMC5450521. 6: Wang Q, Xiao Y, Liu T, Yuan H, Li C. Demethylzeylasteral ameliorates inflammation in a rat model of unilateral ureteral obstruction through inhibiting activation of the NF κB pathway. Mol Med Rep. 2017 Jul;16(1):373-379. doi: 10.3892/mmr.2017.6584. Epub 2017 May 16. PubMed PMID: 28534978. 7: Wang T, Shen F, Su S, Bai Y, Guo S, Yan H, Ji T, Wang Y, Qian D, Duan JA. Comparative analysis of four terpenoids in root and cortex of Tripterygium wilfordii Radix by different drying methods. BMC Complement Altern Med. 2016 Nov 23;16(1):476. PubMed PMID: 27881165; PubMed Central PMCID: PMC5120441. 8: Xu M, Liu C, Zhou M, Li Q, Wang R, Kang J. Screening of Small-Molecule Inhibitors of Protein-Protein Interaction with Capillary Electrophoresis Frontal Analysis. Anal Chem. 2016 Aug 16;88(16):8050-7. doi: 10.1021/acs.analchem.6b01430. Epub 2016 Jul 28. PubMed PMID: 27425825. 9: Fan D, Parhira S, Zhu GY, Jiang ZH, Bai LP. Triterpenoids from the stems of Tripterygium regelii. Fitoterapia. 2016 Sep;113:69-73. doi: 10.1016/j.fitote.2016.07.006. Epub 2016 Jul 15. PubMed PMID: 27425447. 10: An H, Zhu Y, Xu W, Liu Y, Zhang J, Lin Z. Evaluation of Immunosuppressive Activity of Demethylzeylasteral in a Beagle Dog Kidney Transplantation Model. Cell Biochem Biophys. 2015 Dec;73(3):673-9. doi: 10.1007/s12013-015-0684-7. PubMed PMID: 27259309. 11: Hu Q, Yang C, Wang Q, Zeng H, Qin W. Demethylzeylasteral (T-96) Treatment Ameliorates Mice Lupus Nephritis Accompanied by Inhibiting Activation of NF-κB Pathway. PLoS One. 2015 Jul 24;10(7):e0133724. doi: 10.1371/journal.pone.0133724. eCollection 2015. PubMed PMID: 26208003; PubMed Central PMCID: PMC4514757. 12: Bukhari SN, Jantan I, Seyed MA. Effects of Plants and Isolates of Celastraceae Family on Cancer Pathways. Anticancer Agents Med Chem. 2015;15(6):681-93. Review. PubMed PMID: 25783963. 13: Li CX, Li TS, Zhu Z, Xie J, Wei L. [Advance in studies on anti-inflammatory and immunoregulatory monomers of Tripterygium wilfordii]. Zhongguo Zhong Yao Za Zhi. 2014 Nov;39(21):4159-64. Review. Chinese. PubMed PMID: 25775786. 14: Liu SL, Zhang SY, Wang MJ, Jiang H, Yang YX, Chen L. Demethylzeylasteral exhibits dose-dependent inhibitory behaviour towards estradiol glucuronidation. Eur J Drug Metab Pharmacokinet. 2014 Jun;39(2):99-102. doi: 10.1007/s13318-013-0147-8. Epub 2013 Jun 27. PubMed PMID: 23807732. 15: Zhao JW, Wang GH, Chen M, Cheng LH, Ji XQ. Demethylzeylasteral exhibits strong inhibition towards UDP-glucuronosyltransferase (UGT) 1A6 and 2B7. Molecules. 2012 Aug 8;17(8):9469-75. doi: 10.3390/molecules17089469. PubMed PMID: 22874791. 16: Xu W, Lin Z, Yang C, Zhang Y, Wang G, Xu X, Lv Q, Ren Y, Dong Y. Immunosuppressive effects of demethylzeylasteral in a rat kidney transplantation model. Int Immunopharmacol. 2009 Jul;9(7-8):996-1001. doi: 10.1016/j.intimp.2009.04.007. Epub 2009 Apr 19. PubMed PMID: 19383554. 17: Jo M, Nakamura N, Kakiuchi N, Komatsu K, Qui MH, Shimotohno K, Shimotohno K, Hattori M. Inhibitory effect of Yunnan traditional medicines on hepatitis C viral polymerase. J Nat Med. 2006 Jul;60(3):217-224. doi: 10.1007/s11418-006-0041-7. Epub 2006 May 24. PubMed PMID: 29435894. 18: de León L, Beltrán B, Moujir L. Antimicrobial activity of 6-oxophenolic triterpenoids. Mode of action against Bacillus subtilis. Planta Med. 2005 Apr;71(4):313-9. PubMed PMID: 15856406. 19: Bai JP, Shi YL, Fang X, Shi QX. Effects of demethylzeylasteral and celastrol on spermatogenic cell Ca2+ channels and progesterone-induced sperm acrosome reaction. Eur J Pharmacol. 2003 Mar 7;464(1):9-15. PubMed PMID: 12600689. 20: Bai JP, Shi YL. Inhibition of Ca(2+) channels in mouse spermatogenic cells by male antifertility compounds from Tripterygium wilfordii Hook. f. Contraception. 2002 Jun;65(6):441-5. PubMed PMID: 12127645.