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MedKoo Cat#: 529422 | Name: Triolex

Description:

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

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

Chemical Structure

Triolex
Triolex
CAS#1001100-69-1

Theoretical Analysis

MedKoo Cat#: 529422

Name: Triolex

CAS#: 1001100-69-1

Chemical Formula: C21H30O3

Exact Mass: 330.2195

Molecular Weight: 330.47

Elemental Analysis: C, 76.33; H, 9.15; O, 14.52

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.
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Related CAS #
No Data
Synonym
HE-3286; HE3286; HE 3286, bezisterim
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
InChi Key
JJKOQZHWYLMASZ-LZIOYECESA-N
InChi Code
InChI=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
SMILES Code
C#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
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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 330.47 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: 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.