DHURRIN

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 Search

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

Molecular Formula	C14H17NO7
Molecular Weight	311.2873
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Resistance to an herbivore through engineered cyanogenic glucoside synthesis.	2001 Sep 7	11474068
Raman spectroscopic analysis of cyanogenic glucosides in plants: development of a flow injection surface-enhanced Raman scatter (FI-SERS) method for determination of cyanide.	2004 Feb	15000716
Predictive metabolic engineering in plants: still full of surprises.	2005 Aug	15922468
Cyanogenic glycosides and menisdaurin from Guazuma ulmifolia, Ostrya virgininana, Tiquilia plicata and Tiquilia canescens.	2005 Jul	16002108
Consequences of transferring three sorghum genes for secondary metabolite (cyanogenic glucoside) biosynthesis to grapevine hairy roots.	2006 Apr	16604459
Reconstitution of cyanogenesis in barley (Hordeum vulgare L.) and its implications for resistance against the barley powdery mildew fungus.	2006 Apr	16307283
Rate of hydrolysis and degradation of the cyanogenic glycoside - dhurrin - in soil.	2007 Feb	17126881
Metabolon formation in dhurrin biosynthesis.	2008 Jan	17706731
Chemical diversity and defence metabolism: how plants cope with pathogens and ozone pollution.	2009 Jul 30	20111684
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	20522724
Plant science. Dynamic metabolons.	2010 Dec 3	21127236
Metabolic profiling of Arabidopsis thaliana epidermal cells.	2010 Mar	20150518
Genetic screening identifies cyanogenesis-deficient mutants of Lotus japonicus and reveals enzymatic specificity in hydroxynitrile glucoside metabolism.	2010 May	20453117

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:43:33 GMT 2023` Edited by `admin` on `Fri Dec 15 19:43:33 GMT 2023`
Record UNII	P5999IY65C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DHURRIN

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