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

Details

Stereochemistry ABSOLUTE
Molecular Formula C14H17NO7
Molecular Weight 311.2873
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DHURRIN

SMILES

OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=NVLTYOJHPBMILU-YOVYLDAJSA-N
InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Conservation and diversity of gene families explored using the CODEHOP strategy in higher plants.
2002 Aug 1
Metabolic channeling in plants.
2004
Structural determinants of substrate specificity in family 1 beta-glucosidases: novel insights from the crystal structure of sorghum dhurrinase-1, a plant beta-glucosidase with strict specificity, in complex with its natural substrate.
2004 Jul 23
Consequences of transferring three sorghum genes for secondary metabolite (cyanogenic glucoside) biosynthesis to grapevine hairy roots.
2006 Apr
Analysis of rice glycosyl hydrolase family 1 and expression of Os4bglu12 beta-glucosidase.
2006 Dec 29
Rate of hydrolysis and degradation of the cyanogenic glycoside - dhurrin - in soil.
2007 Feb
Metabolon formation in dhurrin biosynthesis.
2008 Jan
454 pyrosequencing based transcriptome analysis of Zygaena filipendulae with focus on genes involved in biosynthesis of cyanogenic glucosides.
2009 Dec 2
Chemical diversity and defence metabolism: how plants cope with pathogens and ozone pollution.
2009 Jul 30
Scale-free flow of life: on the biology, economics, and physics of the cell.
2009 May 5
Phenolic compounds in ectomycorrhizal interaction of lignin modified silver birch.
2009 Sep 29
Creation of a genome-wide metabolic pathway database for Populus trichocarpa using a new approach for reconstruction and curation of metabolic pathways for plants.
2010 Aug
Plant science. Dynamic metabolons.
2010 Dec 3
Identification of flavone phytoalexins and a pathogen-inducible flavone synthase II gene (SbFNSII) in sorghum.
2010 Feb
Metabolomic, transcriptional, hormonal, and signaling cross-talk in superroot2.
2010 Jan
Metabolic profiling of Arabidopsis thaliana epidermal cells.
2010 Mar
Genetic screening identifies cyanogenesis-deficient mutants of Lotus japonicus and reveals enzymatic specificity in hydroxynitrile glucoside metabolism.
2010 May
Name Type Language
DHURRIN
MI  
Common Name English
.BETA.-D-GLUCOPYRANOSYLOXY-L-P-HYDROXYMANDELONITRILE
Common Name English
(.ALPHA.S)-.ALPHA.-(.BETA.-D-GLUCOPYRANOSYLOXY)-4-HYDROXYBENZENEACETONITRILE
Common Name English
DHURRIN [MI]
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
207-878-6
Created by admin on Fri Dec 15 19:43:33 GMT 2023 , Edited by admin on Fri Dec 15 19:43:33 GMT 2023
PRIMARY
PUBCHEM
161355
Created by admin on Fri Dec 15 19:43:33 GMT 2023 , Edited by admin on Fri Dec 15 19:43:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID90198142
Created by admin on Fri Dec 15 19:43:33 GMT 2023 , Edited by admin on Fri Dec 15 19:43:33 GMT 2023
PRIMARY
MERCK INDEX
m4231
Created by admin on Fri Dec 15 19:43:33 GMT 2023 , Edited by admin on Fri Dec 15 19:43:33 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
DHURRIN
Created by admin on Fri Dec 15 19:43:33 GMT 2023 , Edited by admin on Fri Dec 15 19:43:33 GMT 2023
PRIMARY
MESH
C011220
Created by admin on Fri Dec 15 19:43:33 GMT 2023 , Edited by admin on Fri Dec 15 19:43:33 GMT 2023
PRIMARY
CHEBI
27826
Created by admin on Fri Dec 15 19:43:33 GMT 2023 , Edited by admin on Fri Dec 15 19:43:33 GMT 2023
PRIMARY
CAS
499-20-7
Created by admin on Fri Dec 15 19:43:33 GMT 2023 , Edited by admin on Fri Dec 15 19:43:33 GMT 2023
PRIMARY
FDA UNII
P5999IY65C
Created by admin on Fri Dec 15 19:43:33 GMT 2023 , Edited by admin on Fri Dec 15 19:43:33 GMT 2023
PRIMARY