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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

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

PubMed

TitleDatePubMed
The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor.
2003 Sep
Metabolic channeling in plants.
2004
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
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
Predictive metabolic engineering in plants: still full of surprises.
2005 Aug
Tailoring the plant metabolome without a loose stitch.
2005 Jul
Determination of catalytic key amino acids and UDP sugar donor specificity of the cyanohydrin glycosyltransferase UGT85B1 from Sorghum bicolor. Molecular modeling substantiated by site-specific mutagenesis and biochemical analyses.
2005 Oct
Reconstitution of cyanogenesis in barley (Hordeum vulgare L.) and its implications for resistance against the barley powdery mildew fungus.
2006 Apr
454 pyrosequencing based transcriptome analysis of Zygaena filipendulae with focus on genes involved in biosynthesis of cyanogenic glucosides.
2009 Dec 2
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
  • Download
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