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ChemicalBook--->CAS DataBase List--->1001100-69-1

1001100-69-1

1001100-69-1 Structure

1001100-69-1 Structure
IdentificationBack Directory
[Name]

Pregn-5-en-20-yne-3,7,17-triol, (3β,7β,17α)-
[CAS]

1001100-69-1
[Synonyms]

HE3286
HE-3286
Triolex
HE 3286
Bifeprunox Impurity 41
Pregn-5-en-20-yne-3,7,17-triol, (3β,7β,17α)-
[Molecular Formula]

C21H30O3
[MDL Number]

MFCD17167040
[MOL File]

1001100-69-1.mol
[Molecular Weight]

330.47
Chemical PropertiesBack Directory
[Boiling point ]

485.8±45.0 °C(Predicted)
[density ]

1.20±0.1 g/cm3(Predicted)
[form ]

Solid
[pka]

12.99±0.70(Predicted)
[color ]

Off-white to light yellow
Hazard InformationBack Directory
[Uses]

Bezisterim (HE 3286; NE-3107) is a synthetic derivative of a natural anti-inflammatory steroid, β-AET. Bezisterim is an orally active partial NF-κB inhibitor. HE3286 reduces proinflammatory signals, including IL-6 and matrix metallopeptidase 3. Bezisterim freely penetrates the blood brain barrier in mice. Bezisterim can be used for the research of the ulcerative colitis, arthritis, experimental autoimmune encephalomyelitis[1][2][3]. Bezisterim is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
[in vivo]

Bezisterim (25-50 mg/kg; oral gavage; daily for 22-49 days) reduces joint inflammation, synovial proliferation, and erosion of DBA/1 Lac male collagen-induced arthritis mice [1].
Bezisterim (40 mg/kg; intraperitoneal injection; daily for 40 days) suppresses inflammation, reduces demyelination and axonal loss, and promotes RGC survival during experimental optic neuritis of experimental autoimmune encephalomyelitis mice[2].
Bezisterim (80?mg/kg; 0-24h) freely penetrates the BBB in male CD-1 mice[4].
Bezisterim (40 mg/kg; gavage; twice-daily for 4 days) increases the numbers of tyrosine hydroxylase-positive cells and decreases the numbers of damaged neurons in Parkinson's disease mice[4].

[References]

[1] Auci D, et al. 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;1110:630-640. DOI:10.1196/annals.1423.066
[2] Khan RS, et al. HE3286 reduces axonal loss and preserves retinal ganglion cell function in experimental optic neuritis. Invest Ophthalmol Vis Sci. 2014;55(9):5744-5751. Published 2014 Aug 19. DOI:10.1167/iovs.14-14672
[3] Lu M,et al. A new antidiabetic compound attenuates inflammation and insulin resistance in Zucker diabetic fatty rats. Am J Physiol Endocrinol Metab. 2010;298(5):E1036-E1048. DOI:10.1152/ajpendo.00668.2009
[4] Nicoletti F, et al. 17α-Ethynyl-androst-5-ene-3β,7β,17β-triol (HE3286) Is Neuroprotective and Reduces Motor Impairment and Neuroinflammation in a Murine MPTP Model of Parkinson's Disease. Parkinsons Dis. 2012;2012:969418. DOI:10.1155/2012/969418
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