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Triolex

Catalog No: 25121
CAS Number: 1001100-69-1
Purity: 98% Min.

Triolex is an NF-kB inhibitor potentially for the treatment of rheumatoid arthritis, ulcerative colitis

For research use only. We do not sell to patients.

Chemical Information

NameTriolex
Iupac Chemical Name (3S,7R,8R,9S,10R,13S,14S,17S)-17-ethynyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,17-triol
SynonymsHE-3286; HE3286; HE 3286, bezisterim
Molecular FormulaC21H30O3
Molecular Weight330.46
SmileC#C[C@@]1(O)CC[C@@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
InChiKeyJJKOQZHWYLMASZ-LZIOYECESA-N
InChiInChI=1S/C21H30O3/c1-4-21(24)10-7-16-18-15(6-9-20(16,21)3)19(2)8-5-14(22)11-13(19)12-17(18)23/h1,12,14-18,22-24H,5-11H2,2-3H3/t14-,15-,16-,17-,18+,19-,20-,21+/m0/s1
CAS Number1001100-69-1
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Ordering Information

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FormulationOff-white solid
Purity98% Min.
StorageDry, dark and at 0 - 4℃ for short term (days to weeks) or -20℃ for long term (months to years).
SolubilitySoluble in DMSO
Handling
Shipping ConditionShipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
HS Code
Coming soon.
Targets
Mechanism
Cell study
Animal study
Clinical study

1: Khan RS, Dine K, Luna E, Ahlem C, Shindler KS. HE3286 reduces axonal loss and preserves retinal ganglion cell function in experimental optic neuritis. Invest Ophthalmol Vis Sci. 2014 Aug 19;55(9):5744-51. doi: 10.1167/iovs.14-14672. PubMed PMID: 25139738; PubMed Central PMCID: PMC4161484.

2: Reading CL, Stickney DR, Flores-Riveros J, Destiche DA, Ahlem CN, Cefalu WT, Frincke JM. A synthetic anti-inflammatory sterol improves insulin sensitivity in insulin-resistant obese impaired glucose tolerance subjects. Obesity (Silver Spring). 2013 Sep;21(9):E343-9. doi: 10.1002/oby.20207. PubMed PMID: 23670958.

3: Reading CL, Frincke JM, White SK. Molecular targets for 17α-ethynyl-5-androstene-3β,7β,17β-triol, an anti-inflammatory agent derived from the human metabolome. PLoS One. 2012;7(2):e32147. doi: 10.1371/journal.pone.0032147. PubMed PMID: 22384159; PubMed Central PMCID: PMC3286445.

4: Lu M, Patsouris D, Li P, Flores-Riveros J, Frincke JM, Watkins S, Schenk S, Olefsky JM. A new antidiabetic compound attenuates inflammation and insulin resistance in Zucker diabetic fatty rats. Am J Physiol Endocrinol Metab. 2010 May;298(5):E1036-48. doi: 10.1152/ajpendo.00668.2009. PubMed PMID: 20159859; PubMed Central PMCID: PMC2867370.

5: Kosiewicz MM, Auci DL, Fagone P, Mangano K, Caponnetto S, Tucker CF, Azeem N, White SK, Frincke JM, Reading CL, Nicoletti F. HE3286, an orally bioavailable synthetic analogue of an active DHEA metabolite suppresses spontaneous autoimmune diabetes in the non-obese diabetic (NOD) mouse. Eur J Pharmacol. 2011 May 11;658(2-3):257-62. doi: 10.1016/j.ejphar.2011.02.016. PubMed PMID: 21371458.

6: Ahlem C, Auci D, Mangano K, Reading C, Frincke J, Stickney D, Nicoletti F. HE3286: a novel synthetic steroid as an oral treatment for autoimmune disease. Ann N Y Acad Sci. 2009 Sep;1173:781-90. doi: 10.1111/j.1749-6632.2009.04798.x. PubMed PMID: 19758229.

7: Auci DL, Mangano K, Destiche D, White SK, Huang Y, Boyle D, Frincke J, Reading CL, Nicoletti F. Oral treatment with HE3286 ameliorates disease in rodent models of rheumatoid arthritis. Int J Mol Med. 2010 Apr;25(4):625-33. PubMed PMID: 20198312.

8: Wang T, Villegas S, Huang Y, White SK, Ahlem C, Lu M, Olefsky JM, Reading C, Frincke JM, Alleva D, Flores-Riveros J. Amelioration of glucose intolerance by the synthetic androstene HE3286: link to inflammatory pathways. J Pharmacol Exp Ther. 2010 Apr;333(1):70-80. doi: 10.1124/jpet.109.161182. PubMed PMID: 20068030.

9: Offner H, Firestein GS, Boyle DL, Pieters R, Frincke JM, Garsd A, White SK, Reading CL, Auci DL. An orally bioavailable synthetic analog of an active dehydroepiandrosterone metabolite reduces established disease in rodent models of rheumatoid arthritis. J Pharmacol Exp Ther. 2009 Jun;329(3):1100-9. doi: 10.1124/jpet.108.145086. PubMed PMID: 19297421.

10: Auci DL, Reading CL, Frincke JM. 7-Hydroxy androstene steroids and a novel synthetic analogue with reduced side effects as a potential agent to treat autoimmune diseases. Autoimmun Rev. 2009 Mar;8(5):369-72. doi: 10.1016/j.autrev.2008.11.011. Review. PubMed PMID: 19071234.

11: Auci D, Kaler L, Subramanian S, Huang Y, Frincke J, Reading C, Offner H. A new orally bioavailable synthetic androstene inhibits collagen-induced arthritis in the mouse: androstene hormones as regulators of regulatory T cells. Ann N Y Acad Sci. 2007 Sep;1110:630-40. PubMed PMID: 17911478.

Chemical Structure

25121 - Triolex | CAS 1001100-69-1

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