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3952-98-5

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3952-98-5 Usage

Uses

Different sources of media describe the Uses of 3952-98-5 differently. You can refer to the following data:
1. Sinigrine, is a glucosinolate which is found naturally in Cruciferae including the genus Brassica. When enzymatically hydrolysed, Sinigrine yields isothiocyanates and give a pungent taste. Both Sinigrine, and isothiocyanates, have been shown to have anticancer activity as well as antifungal and antibacterial properties.
2. Sinigrin, a glucosinolate, is used as a systrate to identify, differentiate and characterize myrosinase(s)/thioglucoside glucohydrolase(s)/thioglucosidase(s). Sinigrin is used as a reference material in procedures for the isolation and identification of glucosinolates.

Definition

ChEBI: An alkenylglucosinolate that is the conjugate base of sinigrin.

Biochem/physiol Actions

A β-D-thioglucopyranoside occurring in black mustard seeds and horseradish root. Substrate for thioglucosidase.

Check Digit Verification of cas no

The CAS Registry Mumber 3952-98-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,9,5 and 2 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 3952-98:
(6*3)+(5*9)+(4*5)+(3*2)+(2*9)+(1*8)=115
115 % 10 = 5
So 3952-98-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H17NO9S2.K/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);/q;+1/p-1/b11-6-;/t5-,7-,8+,9-,10+;/m1./s1

3952-98-5 Well-known Company Product Price

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  • Sigma-Aldrich

  • (00290)  (−)-Sinigrin hydrate  analytical reference material

  • 3952-98-5

  • 00290-10MG

  • 1,478.88CNY

  • Detail

3952-98-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name sinigrin

1.2 Other means of identification

Product number -
Other names (?)-Sinigrin hydrate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3952-98-5 SDS

3952-98-5Synthetic route

methanol
67-56-1

methanol

ammonia
7664-41-7

ammonia

tetra-O-acetyl-S-((Z)-N-sulfooxy-but-3-eneimidoyl)-1-thio-β-D-glucopyranose; potassium
5019-27-2

tetra-O-acetyl-S-((Z)-N-sulfooxy-but-3-eneimidoyl)-1-thio-β-D-glucopyranose; potassium

sinigrin
3952-98-5

sinigrin

Conditions
ConditionsYield
Rate constant;
sinigrin
3952-98-5

sinigrin

merosinigrin
76030-75-6

merosinigrin

Conditions
ConditionsYield
With potassium methanolate In methanol3%
sinigrin
3952-98-5

sinigrin

1-Thio-glucose
7211-44-1, 36012-05-2

1-Thio-glucose

Conditions
ConditionsYield
With methanol; potassium methanolate
sinigrin
3952-98-5

sinigrin

but-3-enenitrile
109-75-1

but-3-enenitrile

Conditions
ConditionsYield
With silver nitrate Zerlegen des Niederschlages mit Schwefelwasserstoff;
sinigrin
3952-98-5

sinigrin

desulphosinigrin
5115-81-1

desulphosinigrin

Conditions
ConditionsYield
With myrosulfatase
With aryl sulfatase In aq. acetate buffer at 25℃; for 7h; pH=5; Enzymatic reaction;
sinigrin
3952-98-5

sinigrin

acetic anhydride
108-24-7

acetic anhydride

tetra-O-acetyl-S-((Z)-N-sulfooxy-but-3-eneimidoyl)-1-thio-β-D-glucopyranose; potassium
5019-27-2

tetra-O-acetyl-S-((Z)-N-sulfooxy-but-3-eneimidoyl)-1-thio-β-D-glucopyranose; potassium

Conditions
ConditionsYield
With pyridine
sinigrin
3952-98-5

sinigrin

methyl iodide
74-88-4

methyl iodide

tetra-O-methyl-S-((Z)-N-sulfooxy-but-3-eneimidoyl)-1-thio-β-D-glucopyranose; potassium
97864-94-3

tetra-O-methyl-S-((Z)-N-sulfooxy-but-3-eneimidoyl)-1-thio-β-D-glucopyranose; potassium

Conditions
ConditionsYield
With methanol; silver(l) oxide
sinigrin
3952-98-5

sinigrin

potassium 3-butenylglucosinolate

potassium 3-butenylglucosinolate

A

1-cyano-3,4-epithiobutane
54096-45-6

1-cyano-3,4-epithiobutane

B

allyl thiocyanate
764-49-8

allyl thiocyanate

C

4-isothiocyanato-1-butene
3386-97-8

4-isothiocyanato-1-butene

D

2-(thiiran-2-yl)acetonitrile

2-(thiiran-2-yl)acetonitrile

E

N-allyl isothiocyanate
57-06-7

N-allyl isothiocyanate

Conditions
ConditionsYield
With Crambe abessynica var. Prophet seed flour Mechanism; Product distribution; var. educt ratio;A 97.2 % Chromat.
B n/a
C n/a
D 2.3 % Chromat.
E n/a
sinigrin
3952-98-5

sinigrin

aqueous acid

aqueous acid

A

but-3-enoic acid
625-38-7

but-3-enoic acid

B

hydroxylamine
7803-49-8

hydroxylamine

water
7732-18-5

water

sinigrin
3952-98-5

sinigrin

Raney nickel

Raney nickel

N-butylamine
109-73-9

N-butylamine

Conditions
ConditionsYield
Hydration;
sinigrin
3952-98-5

sinigrin

A

D-glucose
50-99-7

D-glucose

B

allyl thiocyanate
764-49-8

allyl thiocyanate

C

potassium hydrogen sulfate

potassium hydrogen sulfate

Conditions
ConditionsYield
enzymatische Spaltung;
sinigrin
3952-98-5

sinigrin

thioglucosidase

thioglucosidase

A

D-glucose
50-99-7

D-glucose

B

N-allyl isothiocyanate
57-06-7

N-allyl isothiocyanate

C

potassium hydrogen sulfate

potassium hydrogen sulfate

Conditions
ConditionsYield
enzymatische Spaltung;

3952-98-5Relevant articles and documents

Practical synthesis of sinigrin

Abramski, Wojciech,Chmielewski, Marek

, p. 109 - 113 (1996)

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