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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H30O3
Molecular Weight 330.4611
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Bezisterim

SMILES

[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]34C

InChI

InChIKey=JJKOQZHWYLMASZ-FJWDNACWSA-N
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

HIDE SMILES / InChI
HE3286, a synthetic derivative of androst-5-ene-3β,7β,17β-triol (AET), a non-glucocorticoid anti-inflammatory metabolite of the adrenal steroid, dehydroepiandrosterone is under development by Harbor BioSciences as an anti-inflammatory; antiepileptic drugs; antihyperglycemic agent. HE3286 was studied in phase I clinical trials in Obese Adult Subjects, in Patients With Rheumatoid Arthritis in Patients With Active, Mild-to-Moderate Ulcerative Colitis, and in Patients With Type 2 Diabetes Mellitus. In all these studies were determined safety, tolerance, pharmacokinetics, and activity of HE3286. In addition, was shown that HE3286 acted via binding, regulation and/or activation of MAPK or ERK, or through modulation of NFκB. Experiments on animals have shown that the drug could have a neuroprotective influence in glaucoma, as well as other chronic neurodegenerations.

Approval Year

PubMed

PubMed

TitleDatePubMed
Molecular targets for 17α-ethynyl-5-androstene-3β,7β,17β-triol, an anti-inflammatory agent derived from the human metabolome.
2012
Patents

Patents

Sample Use Guides

HE3286 will be administered orally. Dosing will be 10 mg per day for 29 days.
Route of Administration: Oral
Name Type Language
Bezisterim
INN  
Official Name English
TRIOLEX
Brand Name English
17.ALPHA.-ETHYNYL-5-ANDROSTENE-3.BETA.,7.BETA.,17.BETA.-TRIOL
Common Name English
HE-3286
Code English
bezisterim [INN]
Common Name English
HE3286
Code English
PREGN-5-EN-20-YNE-3,7,17-TRIOL, (3.BETA.,7.BETA.,17.ALPHA.)-
Common Name English
17α-pregn-5-en-20-yne-3β,7β,17-triol
Systematic Name English
Code System Code Type Description
INN
12493
Created by admin on Fri Dec 15 17:15:25 GMT 2023 , Edited by admin on Fri Dec 15 17:15:25 GMT 2023
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EPA CompTox
DTXSID501267252
Created by admin on Fri Dec 15 17:15:25 GMT 2023 , Edited by admin on Fri Dec 15 17:15:25 GMT 2023
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PUBCHEM
16739648
Created by admin on Fri Dec 15 17:15:25 GMT 2023 , Edited by admin on Fri Dec 15 17:15:25 GMT 2023
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DRUG BANK
DB05212
Created by admin on Fri Dec 15 17:15:25 GMT 2023 , Edited by admin on Fri Dec 15 17:15:25 GMT 2023
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CAS
1001100-69-1
Created by admin on Fri Dec 15 17:15:25 GMT 2023 , Edited by admin on Fri Dec 15 17:15:25 GMT 2023
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FDA UNII
PH8858757I
Created by admin on Fri Dec 15 17:15:25 GMT 2023 , Edited by admin on Fri Dec 15 17:15:25 GMT 2023
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