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Details

Stereochemistry ACHIRAL
Molecular Formula C26H44O2
Molecular Weight 388.6264
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BO-653

SMILES

CCCCCC1(CCCCC)CC2=C(C(O)=C(C=C2O1)C(C)(C)C)C(C)(C)C

InChI

InChIKey=AGURKSYKTJQPNA-UHFFFAOYSA-N
InChI=1S/C26H44O2/c1-9-11-13-15-26(16-14-12-10-2)18-19-21(28-26)17-20(24(3,4)5)23(27)22(19)25(6,7)8/h17,27H,9-16,18H2,1-8H3

HIDE SMILES / InChI

Molecular Formula C26H44O2
Molecular Weight 388.6264
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Macrophage scavenger receptor (SR-A I/II) deficiency reduced diet-induced atherosclerosis in C57BL/6J mice.
2001
Effect of BO-653 and probucol on c-MYC and PDGF-A messenger RNA of the iliac artery after balloon denudation in cholesterol-fed rabbits.
2002 Apr
Antioxidant action of 2,2,4,6-tetra-substituted 2,3-dihydro-5-hydroxybenzofuran against lipid peroxidation: effects of substituents and side chain.
2002 Nov
Design and synthesis of 4,6-di-tert-butyl-2,3-dihydro-5-benzofuranols as a novel series of antiatherogenic antioxidants.
2003 Jul 3
BO-653. Chugai.
2003 Mar
Inhibition of plasma lipid peroxidation by anti-atherogenic antioxidant BO-653, 2,3-dihydro-5-hydroxy-4,6-di-tert-butyl-2,2-dipentylbenzofuran.
2004 Sep 1
Inhibition of lipoprotein lipid oxidation.
2005
The novel formulation design of self-emulsifying drug delivery systems (SEDDS) type O/W microemulsion I: enhancing effects on oral bioavailability of poorly water soluble compounds in rats and beagle dogs.
2005 Aug
Characterization of the oxidation products of BO-653 formed during peroxyl radical-mediated oxidation of human plasma.
2005 Jan 1
Lipid peroxidation induced by carbon tetrachloride and its inhibition by antioxidant as evaluated by an oxidative stress marker, HODE.
2005 Oct 1
Lipid peroxidation in mice fed a choline-deficient diet as evaluated by total hydroxyoctadecadienoic acid.
2006 Mar
Protective effect of vitamin E supplements on experimental atherosclerosis is modest and depends on preexisting vitamin E deficiency.
2006 Sep 1
Cytotoxic effects of various stressors on PC12 cells: involvement of oxidative stress and effect of antioxidants.
2007 Jan
Evaluation of lipophilic antioxidant efficacy in vivo by the biomarkers hydroxyoctadecadienoic acid and isoprostane.
2007 May
Antioxidant effects of 2,3-dihydro-5-hydroxy-4,6-di-tert-butyl-2,2-dipentylbenzofuran and alpha-tocopherol in hyperlipidemic mice as evaluated by hydroxyoctadecadienoic acid and 7-hydroxycholesterol.
2007 Oct 1
Antioxidant capacity of BO-653, 2,3-dihydro-5-hydroxy-4,6-di-tert-butyl-2,2-dipentylbenzofuran, and uric acid as evaluated by ORAC method and inhibition of lipid peroxidation.
2008 Apr 1
Design, synthesis, and action of antiatherogenic antioxidants.
2010
Synthetic lipophilic antioxidant BO-653 suppresses HCV replication.
2013 Feb
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:22:43 GMT 2023
Edited
by admin
on Fri Dec 15 16:22:43 GMT 2023
Record UNII
2VSP9T5LRX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BO-653
Code English
5-BENZOFURANOL, 4,6-BIS(1,1-DIMETHYLETHYL)-2,3-DIHYDRO-2,2-DIPENTYL-
Systematic Name English
4,6-BIS(1,1-DIMETHYLETHYL)-2,3-DIHYDRO-2,2-DIPENTYL-5-BENZOFURANOL
Systematic Name English
Code System Code Type Description
FDA UNII
2VSP9T5LRX
Created by admin on Fri Dec 15 16:22:43 GMT 2023 , Edited by admin on Fri Dec 15 16:22:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID20166253
Created by admin on Fri Dec 15 16:22:43 GMT 2023 , Edited by admin on Fri Dec 15 16:22:43 GMT 2023
PRIMARY
PUBCHEM
9800472
Created by admin on Fri Dec 15 16:22:43 GMT 2023 , Edited by admin on Fri Dec 15 16:22:43 GMT 2023
PRIMARY
CAS
157360-23-1
Created by admin on Fri Dec 15 16:22:43 GMT 2023 , Edited by admin on Fri Dec 15 16:22:43 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY