Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C8H7NO |
| Molecular Weight | 133.1473 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(C#N)C1=CC=CC=C1
InChI
InChIKey=NNICRUQPODTGRU-UHFFFAOYSA-N
InChI=1S/C8H7NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H
| Molecular Formula | C8H7NO |
| Molecular Weight | 133.1473 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Metabolites of amygdalin under simulated human digestive fluids. | 2010-12 |
|
| Defensive secretions in three species of polydesmids (Diplopoda, Polydesmida, Polydesmidae). | 2010-09 |
|
| Switching from an esterase to a hydroxynitrile lyase mechanism requires only two amino acid substitutions. | 2010-08-27 |
|
| Chiral solvating agents for cyanohydrins and carboxylic acids. | 2010-08-20 |
|
| Catalytic mechanism of hydroxynitrile lyase from Hevea brasiliensis: a theoretical investigation. | 2010-07-29 |
|
| Activity and enantioselectivity of the hydroxynitrile lyase MeHNL in dry organic solvents. | 2010-07-05 |
|
| Biocatalytic synthesis of (R)-(-)-mandelic acid from racemic mandelonitrile by cetyltrimethylammonium bromide-permeabilized cells of Alcaligenes faecalis ECU0401. | 2010-07 |
|
| Bioproduction of glycolic acid from glycolonitrile with a new bacterial isolate of Alcaligenes sp. ECU0401. | 2010-03 |
|
| Investigative mining of sequence data for novel enzymes: a case study with nitrilases. | 2009-08-10 |
|
| Uneven twins: comparison of two enantiocomplementary hydroxynitrile lyases with alpha/beta-hydrolase fold. | 2009-05-20 |
|
| Dimethyl 1-(4-cyano-benz-yl)-1H-pyrazole-3,5-dicarboxyl-ate. | 2009-04-30 |
|
| Substrate binding in the FAD-dependent hydroxynitrile lyase from almond provides insight into the mechanism of cyanohydrin formation and explains the absence of dehydrogenation activity. | 2009-04-21 |
|
| Enantioselective nitrilase from Pseudomonas putida: cloning, heterologous expression, and bioreactor studies. | 2009-01 |
|
| Utilization of arylaliphatic nitriles by haloalkaliphilic Halomonas nitrilicus sp. nov. isolated from soda soils. | 2008-11 |
|
| Organogenic nodule development in hop (Humulus lupulus L.): transcript and metabolic responses. | 2008-09-29 |
|
| Simultaneous expression of an arylacetonitrilase from Pseudomonas fluorescens and a (S)-oxynitrilase from Manihot esculenta in Pichia pastoris for the synthesis of (S)-mandelic acid. | 2008-08 |
|
| Evaluation of the hydroxynitrile lyase activity in cell cultures of capulin (Prunus serotina). | 2008-07 |
|
| Expression of hydroxynitrile lyase from Manihot esculenta in yeast and its application in (S)-mandelonitrile production using an immobilized enzyme reactor. | 2008-06 |
|
| Purification and characterization of a novel (R)-hydroxynitrile lyase from Eriobotrya japonica (Loquat). | 2008-06 |
|
| 3,3'-{1,1'-Methyl-enebis[naphthalene-2,1-diylbis(oxymethyl-ene)]}dibenzonitrile. | 2008-05-03 |
|
| 4,4'-{[1,1'-Methyl-enebis(naphthalene-2,1-di-yl)]bis-(-oxymethyl-ene)}di-benzo-nitrile. | 2008-03-29 |
|
| Laboratory evolved biocatalysts for stereoselective syntheses of substituted benzaldehyde cyanohydrins. | 2008-01-04 |
|
| Characterisation of the substrate specificity of the nitrile hydrolyzing system of the acidotolerant black yeast Exophiala oligosperma R1. | 2008 |
|
| Influence of different carboxy-terminal mutations on the substrate-, reaction- and enantiospecificity of the arylacetonitrilase from Pseudomonas fluorescens EBC191. | 2007-08 |
|
| Vicianin hydrolase is a novel cyanogenic beta-glycosidase specific to beta-vicianoside (6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranoside) in seeds of Vicia angustifolia. | 2007-07 |
|
| Tissue-specific mRNA expression profiling in grape berry tissues. | 2007-06-21 |
|
| Discovery of a mandelonitrile hydrolase from Bradyrhizobium japonicum USDA110 by rational genome mining. | 2007-05-10 |
|
| Structural determinants of the enantioselectivity of the hydroxynitrile lyase from Hevea brasiliensis. | 2007-03-30 |
|
| Serine scanning: a tool to prove the consequences of N-glycosylation of proteins. | 2007-03-30 |
|
| Stereoselective biocatalytic synthesis of (S)-2-hydroxy-2-methylbutyric acid via substrate engineering by using "thio-disguised" precursors and oxynitrilase catalysis. | 2007 |
|
| Enzymatic synthesis of (R)-cyanohydrins by a novel (R)-oxynitrilase from Vicia sativa L. | 2006-12 |
|
| Enhancing the catalytic potential of nitrilase from Pseudomonas putida for stereoselective nitrile hydrolysis. | 2006-08 |
|
| A biocatalytic Henry reaction--the hydroxynitrile lyase from Hevea brasiliensis also catalyzes nitroaldol reactions. | 2006-05-19 |
|
| Absorption of toxic beta-glucosides produced by plants and their effect on tissue trehalases from insects. | 2006-03 |
|
| Purification and characterization of an enantioselective arylacetonitrilase from Pseudomonas putida. | 2006-02 |
|
| The apoplastic antioxidant system in Prunus: response to long-term plum pox virus infection. | 2006 |
|
| Male-fertility genes expressed in male flower buds of Silene latifolia include homologs of anther-specific genes. | 2005-12 |
|
| Screening for new hydroxynitrilases from plants. | 2005-12 |
|
| Nitrilase from Pseudomonas fluorescens EBC191: cloning and heterologous expression of the gene and biochemical characterization of the recombinant enzyme. | 2005-11 |
|
| Hydroxynitrile lyase catalysis in ionic liquid-containing systems. | 2005-09 |
|
| Cross-linked aggregates of (R)-oxynitrilase: a stable, recyclable biocatalyst for enantioselective hydrocyanation. | 2005-01-20 |
|
| Synthesis of (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide catalyzed with (R)-oxynitrilase from loquat seed meal. | 2005-01 |
|
| Hydrolysis of nitriles using an immobilized nitrilase: applications to the synthesis of methionine hydroxy analogue derivatives. | 2004-12-29 |
|
| The role of carboxyl, guanidine and imidazole groups in catalysis by a midgut trehalase purified from an insect larvae. | 2004-10 |
|
| Cleaving of S-mandelonitrile catalyzed by S-hydroxynitrile lyase from Hevea brasiliensis--a kinetic investigation based on the rate curve method. | 2004-07-01 |
|
| Comprehensive step-by-step engineering of an (R)-hydroxynitrile lyase for large-scale asymmetric synthesis. | 2003-10-13 |
|
| A high-throughput amenable colorimetric assay for enantioselective screening of nitrilase-producing microorganisms using pH sensitive indicators. | 2003-10 |
|
| The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor. | 2003-09 |
|
| A simple and highly sensitive spectrophotometric method for the determination of cyanide in equine blood. | 2003 |
|
| The toxicokinetics of cyanide and mandelonitrile in the horse and their relevance to the mare reproductive loss syndrome. | 2003 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:02:13 GMT 2025
by
admin
on
Mon Mar 31 22:02:13 GMT 2025
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| Record UNII |
584322E08A
|
| Record Status |
Validated (UNII)
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| Record Version |
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| Code System | Code | Type | Description | ||
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16910
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DTXSID2025422
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77668
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m7053
Created by
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532-28-5
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m7053
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Mandelonitrile
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10758
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208-532-7
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584322E08A
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admin on Mon Mar 31 22:02:13 GMT 2025 , Edited by admin on Mon Mar 31 22:02:13 GMT 2025
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