U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of MANDELONITRILE

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

HIDE SMILES / InChI

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

PubMed

TitleDatePubMed
Biocatalytic synthesis of hydroxylated natural products using aldolases and related enzymes.
2001 Dec
Role of organic solvents on Pa-hydroxynitrile lyase interfacial activity and stability.
2001 Jul 5
Asymmetric synthesis of an (R)-cyanohydrin using enzymes entrapped in lens-shaped gels.
2001 Jun 28
Tertiary pentyl groups enhance salen titanium catalyst for highly enantioselective trimethylsilylcyanation of aldehydes.
2002 Apr 19
Investigation of the microheterogeneity and aglycone specificity-conferring residues of black cherry prunasin hydrolases.
2002 Jul
A kinetic model for enzyme interfacial activity and stability: pa-hydroxynitrile lyase at the diisopropyl ether/water interface.
2002 Jun 20
A practical high through-put continuous process for the synthesis of chiral cyanohydrins.
2002 Nov 15
Purification and characterization of three beta-glycosidases from midgut of the sugar cane borer, Diatraea saccharalis.
2003 Jan
Synthesis of degraded cyanogenic glycosides from Sambucus nigra.
2003 Jun
Cross-linked aggregates of (R)-oxynitrilase: a stable, recyclable biocatalyst for enantioselective hydrocyanation.
2005 Jan 20
Stereoselective biocatalytic synthesis of (S)-2-hydroxy-2-methylbutyric acid via substrate engineering by using "thio-disguised" precursors and oxynitrilase catalysis.
2007
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 Jul
Tissue-specific mRNA expression profiling in grape berry tissues.
2007 Jun 21
Discovery of a mandelonitrile hydrolase from Bradyrhizobium japonicum USDA110 by rational genome mining.
2007 May 10
3,3'-{1,1'-Methyl-enebis[naphthalene-2,1-diylbis(oxymethyl-ene)]}dibenzonitrile.
2008 May 3
Utilization of arylaliphatic nitriles by haloalkaliphilic Halomonas nitrilicus sp. nov. isolated from soda soils.
2008 Nov
Dimethyl 1-(4-cyano-benz-yl)-1H-pyrazole-3,5-dicarboxyl-ate.
2009 Apr 30
Enantioselective nitrilase from Pseudomonas putida: cloning, heterologous expression, and bioreactor studies.
2009 Jan
Uneven twins: comparison of two enantiocomplementary hydroxynitrile lyases with alpha/beta-hydrolase fold.
2009 May 20
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:22:41 UTC 2023
Edited
by admin
on Sat Dec 16 08:22:41 UTC 2023
Record UNII
584322E08A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MANDELONITRILE
MI   WHO-DD  
Common Name English
MANDELONITRILE [MI]
Common Name English
DL-MANDELONITRILE
Common Name English
MANDELONITRILE DL-FORM [MI]
Common Name English
PHENYLGLYCOLONITRILE
Systematic Name English
BENZALDEHYDE, CYANOHYDRIN
Common Name English
2-HYDROXY-2-PHENYLACETONITRILE
Systematic Name English
(±)-.ALPHA.-MANDELONITRILE
Common Name English
Mandelonitrile [WHO-DD]
Common Name English
NSC-77668
Code English
MANDELIC ACID NITRILE
Common Name English
BENZENEACETONITRILE, .ALPHA.-HYDROXY-)
Systematic Name English
(±)-MANDELONITRILE
Systematic Name English
Code System Code Type Description
CHEBI
16910
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY
EPA CompTox
DTXSID2025422
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY
NSC
77668
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY
MERCK INDEX
m7053
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY Merck Index
CAS
532-28-5
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY
MERCK INDEX
m7053
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY Merck Index
WIKIPEDIA
Mandelonitrile
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY
PUBCHEM
10758
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY
ECHA (EC/EINECS)
208-532-7
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY
FDA UNII
584322E08A
Created by admin on Sat Dec 16 08:22:42 UTC 2023 , Edited by admin on Sat Dec 16 08:22:42 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE