sambunigrin (Q2217000)

Sambunigrin (English)

(2S)-2-phenyl-2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

21 September 2016

stereoisomer of

2 references

based on heuristic

inferred from InChIKey

1 reference

inferred from InChIKey

(alphaS)-alpha-(beta-D-Allopyranosyloxy)benzeneacetonitrile

1 reference

1 reference

(2R)-2-phenyl-2-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₄H₁₇NO₆

1 reference

Sambunigrin (English)

20 November 2016

canonical SMILES

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

1 reference

Sambunigrin (English)

20 November 2016

isomeric SMILES

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

1 reference

Sambunigrin (English)

20 November 2016

found in taxon

Xeranthemum cylindraceum

1 reference

Structure elucidation of an acylated cyanogenic triglycoside, and further cyanogenic constituents from Xeranthemum cylindraceum

Perilla frutescens

3 references

A phenylpropanoid glucoside from Perilla frutescens

Cyanogenic glycosides in leaves of Perilla frutescens var. acuta

Two Jasmonoid Glucosides and a Phenylvaleric Acid Glucoside fromPerilla frutescens

Eucalyptus caleyi

1 reference

Frequency and distribution of cyanogenic glycosides in Eucalyptus L'Hérit

Eucalyptus cylindriflora

1 reference

Frequency and distribution of cyanogenic glycosides in Eucalyptus L'Hérit

Eucalyptus megacornuta

1 reference

Frequency and distribution of cyanogenic glycosides in Eucalyptus L'Hérit

Eucalyptus orgadophila

1 reference

Frequency and distribution of cyanogenic glycosides in Eucalyptus L'Hérit

Passiflora edulis

4 references

Cyanogenic allosides and glucosides from Passiflora edulis and Carica papaya.

Identification and Quantification of Passion Fruit Cyanogenic Glycosides

Glycosidically Bound Eugenol and Methyl Salicylate in the Fruit of EdiblePassifloraSpecies

Cyanogenic allosides and glucosides from Passiflora edulis and Carica papaya.

Acacia adsurgens

1 reference

Acacia atkinsiana

1 reference

Acacia beauverdiana

1 reference

Acacia binervia

1 reference

Acacia blakei

1 reference

Acacia cheelii

1 reference

Acacia conniana

1 reference

Acacia julifera

1 reference

Acacia doratoxylon

1 reference

Acacia gracillima Tindale (1975)

1 reference

Acacia granitica

1 reference

Acacia lasiocalyx

1 reference

Acacia longiphyllodinea

1 reference

Acacia pubifolia

1 reference

Acacia pulchella

1 reference

Acacia pycnostachya

1 reference

Acacia resinimarginea

1 reference

Acacia signata

1 reference

Acacia sparsiflora

1 reference

Acacia trachycarpa

1 reference

Acacia yorkrakinensis

1 reference

Passiflora ligularis

2 references

Identification and Quantification of Passion Fruit Cyanogenic Glycosides

Glycosidically Bound Eugenol and Methyl Salicylate in the Fruit of EdiblePassifloraSpecies

Prunus spinosa

1 reference

Cyanogenic glycosids from Prunus spinosa (Rosaceae)

Sambucus nigra

4 references

Biosynthesis of flavan-3-ols and other secondary plant products from (2S)phenylalanine

Potential allelochemicals from Sambucus nigra

Cyanogenic Glycosides from Sambucus Nigra

Cyanogenic Glucosides in Sambucus nigra L.

Adenocaulon himalaicum

1 reference

An acetylene and a monoterpene glycoside from Adenocaulon himalaicum

Aruncus dioicus

1 reference

Monoterpenoids from the aerial parts of Aruncus dioicus var. kamtschaticus and their antioxidant and cytotoxic activities

Aruncus dioicus var. kamtschaticus

1 reference

Monoterpenoids from the aerial parts of Aruncus dioicus var. kamtschaticus and their antioxidant and cytotoxic activities

Camellia sinensis

1 reference

Isolation of An Aroma Precursor of Benzaldehyde from Tea Leaves (Camellia sinensis var. sinensis cv. Yabukita)

Camellia sinensis var. sinensis

1 reference

Isolation of An Aroma Precursor of Benzaldehyde from Tea Leaves (Camellia sinensis var. sinensis cv. Yabukita)

Vasconcellea quercifolia

1 reference

Cyanogenesis in glucosinolate-producing plants: Carica papaya and Carica quercifolia

Centaurea aspera

1 reference

Polyoxygenated terpenes and cyanogenic glucosides from Centaurea aspera var. subinermis

Centaurea sicula

1 reference

A new flavonoid and other constituents from Centaurea nicaeensis All. var. walliana M.

Chaenomeles japonica

1 reference

A new acylated triterpene from the roots of Chaenomeles japonica

Clerodendrum grayi

1 reference

Cyanogenic glycosides from the rare Australian endemic rainforest tree Clerodendrum grayi (Lamiaceae).

Gerbera jamesonii

1 reference

6-hydroxy-4-methoxy-5-methylcoumarin from Gerbera jamesonii

Kageneckia angustifolia

1 reference

Two new dammarane triterpenoids from Kageneckia angustifolia D. Don.

Oxyanthus pyriformis

1 reference

Cyanogenic glycosides from PS Psydrax and Oxyanthus species[a/t]

Passiflora mollis

1 reference

Glycosidically Bound Eugenol and Methyl Salicylate in the Fruit of EdiblePassifloraSpecies

Phyllagathis rotundifolia

1 reference

New cyanogenic and alkyl glycoside constituents from Phyllagathis rotundifolia

Prunus serrulata var. spontanea

1 reference

Prunasin and acetylated phenylpropanoic acid sucrose esters, bitter principles from the fruits of Prunus jamasakura and P. maximowiczii

Rosa chinensis var. spontanea

1 reference

Prunasin and acetylated phenylpropanoic acid sucrose esters, bitter principles from the fruits of Prunus jamasakura and P. maximowiczii

Prunus padus

1 reference

Two new lignan xylosides from the barks of Prunus ssiori and Prunus padus.

Prunus persica

1 reference

Anti-tumor promoting effect of glycosides from Prunus persica seeds

Prunus serotina

1 reference

Glucose-1-benzoate and prunasin from Prunus serotina

Prunus ssiori

1 reference

Two new lignan xylosides from the barks of Prunus ssiori and Prunus padus.

Prunus zippeliana

1 reference

Constituents of Prunus zippeliana Leaves and Branches.

Psydrax livida

1 reference

Cyanogenic glycosides from PS Psydrax and Oxyanthus species[a/t]

Ambassa hochstetteri

1 reference

Sesquiterpene lactones fromVernonia jugalis

Vicia sativa

1 reference

Vicianin, prunasin, and beta-cyanoalanine in common vetch seed as sources of urinary thiocyanate in the rat.

Prunus serrulata

1 reference

Prunasin and acetylated phenylpropanoic acid sucrose esters, bitter principles from the fruits of Prunus jamasakura and P. maximowiczii

Acacia curvinervia

1 reference

Acacia sibirica

1 reference

Prunus serrulata f. spontanea

1 reference

Prunasin and acetylated phenylpropanoic acid sucrose esters, bitter principles from the fruits of Prunus jamasakura and P. maximowiczii

Acacia exilis Maslin (1982) non Saporta (1889)

1 reference

Prunus persica var. nucipersica

1 reference

Anti-tumor promoting effect of glycosides from Prunus persica seeds

Identifiers

InChI

InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10-,11-,12+,13-,14-/m1/s1

1 reference

Sambunigrin (English)

20 November 2016

2 references

Sambunigrin (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

99-19-4

2 references

Global Substance Registration System

UNII

9UZJ2ZO1HS

sambunigrin (English)

20 November 2016

https://commonchemistry.cas.org/detail?cas_rn=99-19-4

10 April 2021

1 reference

(2S)-(beta-D-Glucopyranosyloxy)(phenyl)acetonitrile (English)

21 September 2016

2 references

Sambunigrin (English)

20 November 2016

ChEBI ID

27761

mapping relation type

exact match

2 references

ChEBI release 2019-10-02

International Chemical Identifier

InChI

InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10-,11-,12+,13-,14-/m1/s1

1 reference

1 reference

DSSTOX compound identifier

DTXCID501341925

0 references

Human Metabolome Database ID

HMDB0034981

2 references

based on heuristic

inferred from InChIKey

UNII

9UZJ2ZO1HS

2 references

Global Substance Registration System

UNII

9UZJ2ZO1HS

sambunigrin (English)

20 November 2016