(Q908811)

Gene Ontology release 2019-11-16

cyanohydrin beta-glucosyltransferase activity

1 reference

Gene Ontology release 2020-05-02

Rhea release 113

chemical structure

Dhurrin.svg
512 × 240; 28 KB

1 reference

imported from Wikimedia project

German Wikipedia

Dhurrin.png
671 × 474; 9 KB

0 references

mass

311.100502 dalton

1 reference

(R)-4-hydroxymandelonitrile beta-D-glucoside

Dhurrin (English)

5 October 2016

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

chemical formula

C₁₄H₁₇NO₇

1 reference

Dhurrin (English)

20 November 2016

C1=CC(=CC=C1C(C#N)OC2C(C(C(C(O2)CO)O)O)O)O

1 reference

Dhurrin (English)

20 November 2016

C1=CC(=CC=C1[C@@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O

1 reference

Dhurrin-6'-glucoside, a cyanogenic diglucoside from Sorghum bicolor

Dhurrin (English)

20 November 2016

12 references

Dhurrin synthesis in sorghum is regulated at the transcriptional level and induced by nitrogen fertilization in older plants

Tissue Distributions of Dhurrin and of Enzymes Involved in Its Metabolism in Leaves of Sorghum bicolor

Leakage of Dhurrin and p-Hydroxybenzaldehyde from Young Sorghum Shoots Immersed in Various Solvents

Biosynthesis of the Cyanogenic Glucoside Dhurrin in Seedlings of Sorghum bicolor (L.) Moench and Partial Purification of the Enzyme System Involved

Turnover of dhurrin in green sorghum seedlings.

The primary sequence of cytochrome P450tyr, the multifunctional N-hydroxylase catalyzing the conversion of L-tyrosine to p-hydroxyphenylacetaldehyde oxime in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench

2-nitro-3-(p-hydroxyphenyl)propionate and aci-1-nitro-2-(p-hydroxyphenyl)ethane, two intermediates in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench.

Cytochrome P-450TYR is a multifunctional heme-thiolate enzyme catalyzing the conversion of L-tyrosine to p-hydroxyphenylacetaldehyde oxime in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench

The UDP-glucose:p-hydroxymandelonitrile-O-glucosyltransferase that catalyzes the last step in synthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor. Isolation, cloning, heterologous expression, and substrate specificity.

Biosynthesis of the Cyanogenic Glucoside Dhurrin in Seedlings of Sorghum bicolor (L.) Moench and Partial Purification of the Enzyme System Involved

The biosynthesis of cyanogenic glucosides in higher plants. Identification of three hydroxylation steps in the biosynthesis of dhurrin in Sorghum bicolor (L.) Moench and the involvement of 1-ACI-nitro-2-(p-hydroxyphenyl)ethane as an intermediate.

Cercocarpus ledifolius

1 reference

Dhurrin, the cyanogenic glucoside of Cercocarpus ledifolius

Sorghum halepense

1 reference

Biological activity of dhurrin and other compounds from Johnson grass (Sorghum halepense)

Chamaebatia foliolosa

2 references

Dhurrin, (−)-catechin, flavonol glycosides and flavones from Chamaebatia foliolosa

Dhurrin, (−)-catechin, flavonol glycosides and flavones from Chamaebatia foliolosa

Suckleya suckleyana

2 references

4-Hydroxymandelonitrile glucosides, dhurrin in Suckleya suckleyana and taxiphyllin in Girgensohnia oppositiflora (Chenopodiaceae)

4-Hydroxymandelonitrile glucosides, dhurrin in Suckleya suckleyana and taxiphyllin in Girgensohnia oppositiflora (Chenopodiaceae)

Guadua angustifolia

1 reference

Über die Cyanogenese vonBambusa vulgaris undB. guadua

Bambusa vulgaris

1 reference

Über die Cyanogenese vonBambusa vulgaris undB. guadua

Campylospermum flavum

1 reference

Phenolic dimers and an indole alkaloid from Campylospermum flavum (Ochnaceae).

Guazuma ulmifolia

1 reference

Cyanogenic glycosides and menisdaurin from Guazuma ulmifolia, Ostrya virgininana, Tiquilia plicata and Tiquilia canescens

Henriettea fascicularis

1 reference

Taxiphyllin from Henriettella fascicularis

Hydrangea macrophylla

2 references

The absolute stereostructures of cyanogenic glycosides, hydracyanosides A, B, and C, from the leaves and stems of Hydrangea macrophylla

New Cyanoglycosides, Hydracyanosides D, E, and F, from the Leaves of Hydrangea macrophylla

Ostrya virginiana

1 reference

Cyanogenic glycosides and menisdaurin from Guazuma ulmifolia, Ostrya virgininana, Tiquilia plicata and Tiquilia canescens

Sorghum arundinaceum

1 reference

Dhurrin and p-hydroxybenzaldehyde in seedlings of various Sorghum species

Tiquilia plicata

1 reference

Cyanogenic glycosides and menisdaurin from Guazuma ulmifolia, Ostrya virgininana, Tiquilia plicata and Tiquilia canescens

Caroxylon tetrandrum

1 reference

Phytochemical constituents from Salsola tetrandra.

Hakea bakeriana

1 reference

Hakea bucculenta

1 reference

Hakea multilineata

1 reference

Hakea petiolaris

1 reference

Macadamia ternifolia

1 reference

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

Identifiers

InChI

1 reference

NVLTYOJHPBMILU-YOVYLDAJSA-N

Dhurrin (English)

20 November 2016

2 references

Dhurrin (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

499-20-7

2 references

Global Substance Registration System

UNII

P5999IY65C

NVLTYOJHPBMILU-YOVYLDAJSA-N

dhurrin (English)

20 November 2016

10 April 2021

https://commonchemistry.cas.org/detail?cas_rn=499-20-7

1 reference

Dhurrin (English)

5 October 2016

1 reference

Dhurrin (English)

20 November 2016

Reaxys registry number

92611

1 reference

(S)-4-hydroxymandelonitrile beta-D-glucoside (English)

5 October 2016

ChEBI ID

27826

mapping relation type

1 reference

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

(S)-4-hydroxymandelonitrile beta-D-glucoside (English)

5 October 2016

1 reference

1 reference

DSSTOX compound identifier

DTXCID20120633

0 references

EC number

207-878-6

1 reference

Global Substance Registration System

UNII

P5999IY65C

dhurrin (English)

ECHA Substance Infocard ID

20 November 2016

100.007.163

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.007.163

27 December 2018

Human Metabolome Database ID

(S)-(β-D-glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile (English)

quotation

CAS no.: 499-20-7 (English)

HMDB0060471

1 reference

based on heuristic

inferred from InChIKey

1 reference

Global Substance Registration System

(S)-4-hydroxymandelonitrile beta-D-glucoside (English)

5 October 2016

1 reference

UNII

P5999IY65C