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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H6O3
Molecular Weight 126.11
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOGLUCOSENONE

SMILES

O=C1C=C[C@H]2CO[C@@H]1O2

InChI

InChIKey=HITOXZPZGPXYHY-UJURSFKZSA-N
InChI=1S/C6H6O3/c7-5-2-1-4-3-8-6(5)9-4/h1-2,4,6H,3H2/t4-,6+/m0/s1

HIDE SMILES / InChI

Molecular Formula C6H6O3
Molecular Weight 126.11
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Thio-sugars VII. Effect of 3-deoxy-4-S-(beta-D-gluco- and beta-D-galactopyranosyl)-4-thiodisaccharides and their sulfoxides and sulfones on the viability and growth of selected murine and human tumor cell lines.
2003 Jan 2
Functionalized S-thio-di- and S-oligosaccharide precursors as templates for novel SLex/a mimetic antimetastatic agents.
2003 Jun
An efficient total synthesis of optically active tetrodotoxin from levoglucosenone.
2006 Jul 17
The use of levoglucosenone and isolevoglucosenone as templates for the construction of C-linked disaccharides.
2006 Jul 24
Highly diastereoselective Diels-Alder reaction using a chiral auxiliary derived from levoglucosenone.
2006 Mar 30
Microwave-assisted regioselective cycloaddition reactions between 9-substituted anthracenes and levoglucosenone.
2006 Nov 23
[Unsaturated sugars in enantiospecific synthesis of natural low-molecular bioregulators and their structural analogues].
2007 Jan-Feb
Pi-stacking effect on levoglucosenone derived internal chiral auxiliaries. A case of complete enantioselectivity inversion on the Diels-Alder reaction.
2008 Aug 21
Inhibition of acid-catalyzed depolymerization of cellulose with boric acid in non-aqueous acidic media.
2008 Feb 4
Quasienantiomeric levoglucosenone and isolevoglucosenone allow the parallel kinetic resolution of a racemic nitrone.
2008 Mar 7
Pyrolysis of softwood carbohydrates in a fluidized bed reactor.
2008 Sep
Cycloaddition and one-carbon homologation studies in the synthesis of advanced iridoid precursors.
2009 Sep 7
A nanocellulose polypyrrole composite based on microfibrillated cellulose from wood.
2010 Apr 1
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 09:08:31 GMT 2023
Edited
by admin
on Sat Dec 16 09:08:31 GMT 2023
Record UNII
B7N23SN1LB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LEVOGLUCOSENONE
MI  
Common Name English
LEVOGLUCOSENONE [MI]
Common Name English
1,6-ANHYDRO-3,4-DIDEOXY-.DELTA.3-.BETA.-D-PYRANOSEN-2-ONE
Common Name English
6,8-DIOXABICYCLO(3.2.1)OCT-2-EN-4-ONE, (1S,5R)-
Systematic Name English
1,6-ANHYDRO-3,4-DIDEOXY-.BETA.-D-GLYCERO-HEX-3-ENOPYRANOS-2-ULOSE
Common Name English
1,6-ANHYDRO-3,4-DIDEOXYHEX-3-ENOPYRAN-2-ULOSE
Common Name English
LEVOGLUCOSENONE, (-)-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID70880912
Created by admin on Sat Dec 16 09:08:31 GMT 2023 , Edited by admin on Sat Dec 16 09:08:31 GMT 2023
PRIMARY
FDA UNII
B7N23SN1LB
Created by admin on Sat Dec 16 09:08:31 GMT 2023 , Edited by admin on Sat Dec 16 09:08:31 GMT 2023
PRIMARY
CAS
37112-31-5
Created by admin on Sat Dec 16 09:08:31 GMT 2023 , Edited by admin on Sat Dec 16 09:08:31 GMT 2023
PRIMARY
MERCK INDEX
m6787
Created by admin on Sat Dec 16 09:08:31 GMT 2023 , Edited by admin on Sat Dec 16 09:08:31 GMT 2023
PRIMARY Merck Index
PUBCHEM
699486
Created by admin on Sat Dec 16 09:08:31 GMT 2023 , Edited by admin on Sat Dec 16 09:08:31 GMT 2023
PRIMARY
WIKIPEDIA
Levoglucosenone
Created by admin on Sat Dec 16 09:08:31 GMT 2023 , Edited by admin on Sat Dec 16 09:08:31 GMT 2023
PRIMARY