Sinigrin (Q76393371)

inferred from SMILES

mass

359.03447312399993 dalton

1 reference

inferred from isomeric SMILES

stereoisomer of

[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-N-sulfooxybut-3-enimidothioate

2 references

2 references

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] N-sulfooxybut-3-enimidothioate

inferred from InChI

1 reference

inferred from InChI

chemical formula

C₁₀H₁₇NO₉S₂

0 references

canonical SMILES

O=S(=O)(O)ON=C(SC1OC(CO)C(O)C(O)C1O)CC=C

0 references

isomeric SMILES

C=CC/C(=N\OS(=O)(=O)O)/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

0 references

found in taxon

Brassica oleracea

12 references

Occurrence and Flavor Properties of Sinigrin Hydrolysis Products in Fresh Cabbage

Involvement of a glucosinolate (sinigrin) in the regulation of water transport in Brassica oleracea grown under salt stress.

Quantification of glucosinolates, anthocyanins, free amino acids, and vitamin C in inbred lines of cabbage (Brassica oleracea L.).

The isolation and purification of indole glucosinolates from Brassica species

Glucosinolates of wild and cultivated Brassica species

Glucosinolates in cauliflower as biochemical markers for resistance against downy mildew

Effect of chemopreventive compounds from Brassica vegetables on NAD(P)H:quinone reductase and induction of DNA strand breaks in murine hepa1c1c7 cells

Quantitative Determination of the Glucosinolates Sinigrin and Progoitrin by Specific Antibody ELISA Assays in Brussels Sprouts

Glucosinolates in Seed of Swedish Brassica Crops

Dietary glucosinolates as blocking agents against carcinogenesis: glucosinolate breakdown products assessed by induction of quinone reductase activity in murine hepa1c1c7 cells.

1-Cyano-2,3-Epithiopropane as the Primary Sinigrin Hydrolysis Product of Fresh Cabbage

Characterization of Flavonol Conjugates in Immature Leaves of Pak Choi [Brassica rapaL. Ssp.chinensisL. (Hanelt.)] by HPLC-DAD and LC-MS/MS

Brassica juncea

7 references

Fate of Singrin in Methanol/Ammonia/Water-Hexane Extraction of B. juncea Mustard Seed

Involvement of a glucosinolate (sinigrin) in the regulation of water transport in Brassica oleracea grown under salt stress.

Quantification of glucosinolates, anthocyanins, free amino acids, and vitamin C in inbred lines of cabbage (Brassica oleracea L.).

Three glucosinolates from seeds of Brassica juncea

Glucosinolate content of seedlings, tissue cultures, and regenerant plants of Brassica juncea (Indian mustard)

Direct and simultaneous analysis of sinigrin and allyl isothiocyanate in mustard samples by high-performance liquid chromatography

Three glucosinolates from seeds of Brassica juncea

radish

1 reference

Antioxidant and free radical scavenging properties of squeezed juice from black radish (Raphanus sativus l. varniger) root

Brassica nigra

3 references

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Involvement of a glucosinolate (sinigrin) in the regulation of water transport in Brassica oleracea grown under salt stress.

Quantification of glucosinolates, anthocyanins, free amino acids, and vitamin C in inbred lines of cabbage (Brassica oleracea L.).

Hirschfeldia incana

2 references

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Glucosinolates of wild and cultivated Brassica species

Diplotaxis erucoides

1 reference

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Erucaria cakiloidea

1 reference

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Cakile arabica

1 reference

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Carrichtera annua

1 reference

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Isatis cappadocica

1 reference

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Sinapis arvensis

1 reference

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Thlaspi arvense

1 reference

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Eremobium aegyptiacum

1 reference

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Alliaria petiolata

1 reference

Distribution and chemotaxonomic significance of glucosinolates in certain Middle-Eastern cruciferae

Pringlea antiscorbutica

2 references

Glucosinolates in the subantarctic crucifer Kerguelen cabbage (Pringlea antiscorbutica).

Glucosinolates in the Subantarctic Crucifer Kerguelen Cabbage (Pringlea antiscorbutica)

Brassica rapa

4 references

Separation and identification of glucosinolates of vegetable turnip rape by LC/APCI-MS and comparison of their contents in ten cultivars of vegetable turnip rape (Brassica rapaL.)

Glucosinolates of wild and cultivated Brassica species

Determination of glucosinolates in canola seeds using anion exchange membrane extraction combined with the high-pressure liquid chromatography detection

Dietary glucosinolates as blocking agents against carcinogenesis: glucosinolate breakdown products assessed by induction of quinone reductase activity in murine hepa1c1c7 cells.

rapeseed

2 references

Determination of glucosinolates in canola seeds using anion exchange membrane extraction combined with the high-pressure liquid chromatography detection

Separation and determination of intact glucosinolates in rapeseed by high-performance liquid chromatography

Sinapis alba

2 references

Involvement of a glucosinolate (sinigrin) in the regulation of water transport in Brassica oleracea grown under salt stress.

Quantification of glucosinolates, anthocyanins, free amino acids, and vitamin C in inbred lines of cabbage (Brassica oleracea L.).

cabbage

2 references

Involvement of a glucosinolate (sinigrin) in the regulation of water transport in Brassica oleracea grown under salt stress.

Quantification of glucosinolates, anthocyanins, free amino acids, and vitamin C in inbred lines of cabbage (Brassica oleracea L.).

horseradish plant

1 reference

Colon cancer proliferating desulfosinigrin in wasabi (Wasabia japonica).

Brassica carinata

2 references

Allylglucosinolate biosynthesis in Brassica carinata

In vitro activity of some glucosinolates and their reaction products toward a population of the nematode Heterodera schachtii

Brassica cretica

1 reference

Glucosinolates of wild and cultivated Brassica species

Brassica incana

1 reference

Glucosinolates of wild and cultivated Brassica species

Brassica insularis

1 reference

Glucosinolates of wild and cultivated Brassica species

Brassica macrocarpa

1 reference

Glucosinolates of wild and cultivated Brassica species

Brassica montana

1 reference

Glucosinolates of wild and cultivated Brassica species

Brassica rupestris

1 reference

Glucosinolates of wild and cultivated Brassica species

Raphanus raphanistrum

1 reference

Antioxidant and free radical scavenging properties of squeezed juice from black radish (Raphanus sativus l. varniger) root

Isatis quadrialata

1 reference

Study of sinapinyl but-3-enylglucosinolate (boreavan A) and related compounds by mass spectrometry

Identifiers

InChI

InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/b11-6+/t5-,7-,8+,9-,10+/m1/s1

0 references

matched by identifier from

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PubChem CID

6911854

1 reference

SureChEMBL ID

SCHEMBL325165

2 references

matched by identifier from

Human Metabolome Database ID

1 reference

HMDB0034070

2 references

matched by identifier from