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3952-98-5

Basic Information
CAS No.: 3952-98-5
Name: Sinigrin
Article Data: 2
Cas Database
Molecular Structure:
Molecular Structure of 3952-98-5 (Sinigrin)
Formula: C10H17 N O9 S2 . K
Molecular Weight: 397.469
Synonyms: Glucopyranose,1-thio-, 1-(3-butenoate), oxime, O-sulfate, potassium salt, b-D- (7CI); Glucopyranose,1-thio-, 1-(3-butenohydroximate) NO-(hydrogen sulfate), monopotassium salt, b-D- (8CI); Sinigrin (6CI); b-D-Glucopyranose, 1-thio-,1-[N-(sulfooxy)-3-butenimidate], monopotassium salt (9CI); 2-Propenylglucosinolate; Allyl glucosinolate potassium; NSC 407279; NSC 90774; Sinigrine
EINECS: 223-545-8
Density: g/cm3
Melting Point: 128 (dec.)(lit.)
Boiling Point: °Cat760mmHg
Flash Point: °C
Solubility: freely soluble in water
Appearance: white to beige Crystalline powder
Hazard Symbols: N/A
Risk Codes: N/A
Safety: 24/25
Transport Information: N/A
PSA: 202.62000
LogP: -1.03330
Synthetic route
67-56-1

methanol

7664-41-7

ammonia

5019-27-2

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

3952-98-5

sinigrin

Conditions
ConditionsYield
Rate constant;
3952-98-5

sinigrin

76030-75-6

merosinigrin

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

sinigrin

7211-44-1, 36012-05-2

1-Thio-glucose

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

sinigrin

109-75-1

but-3-enenitrile

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

sinigrin

5115-81-1

desulphosinigrin

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

sinigrin

108-24-7

acetic anhydride

5019-27-2

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

Conditions
ConditionsYield
With pyridine
3952-98-5

sinigrin

74-88-4

methyl iodide

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
3952-98-5

sinigrin

potassium 3-butenylglucosinolate

A

54096-45-6

1-cyano-3,4-epithiobutane

B

764-49-8

allyl thiocyanate

C

3386-97-8

4-isothiocyanato-1-butene

D

2-(thiiran-2-yl)acetonitrile

E

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
3952-98-5

sinigrin

aqueous acid

aqueous acid

A

625-38-7

but-3-enoic acid

B

7803-49-8

hydroxylamine

3952-98-5

sinigrin

Raney nickel

Raney nickel

109-73-9

N-butylamine

Conditions
ConditionsYield
Hydration;
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Chemistry

Molecular Formula: C10H16KNO9S2
Molar mass: 397.46 g/mol
EINECS: 223-545-8
Melting point: 128 (dec.)(lit.)
Flammable hazardous characteristics: flammable; burning of toxic nitrogen oxides; sulfur oxide and hydroxide fumes
Storage features: Treasury ventilated low-temperature drying; and food separately from raw materials
Product categories of Sinigrin (3952-98-5): Cardioglycosides & Glycosides;Sugars;Biochemistry;Glucose;Glycosides;Biochemicals and Reagents;K (Potassium) Compounds (excluding simple potassium salts);Typical Metal Compounds;Carbohydrates P-ZBiochemicals and Reagents;Monosaccharide
Structure of Sinigrin (3952-98-5):

H-Bond Donor: 4
H-Bond Acceptor: 10
Systematic Name: Potassium [1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]sulfanylbut-3-enylideneamino] sulfate 
SMILES: [K+].[O-]S(=O)(=O)O\N=C(\S[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)C\C=C 
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 
InChIKey: QKFAFSGJTMHRRY-KJWSWBQZBE 
Std. InChI: InChI=1S/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 
Std. InChIKey: QKFAFSGJTMHRRY-OCFLFPRFSA-M

Toxicity Data With Reference

1.    

mmo-sat 100 µg/plate ABCHA6 44,3017,80

Safety Profile

An experimental teratogen. Mutation data reported. When heated to decomposition it emits toxic fumes of SOx, NOx, and K2O.

Specification

 Sinigrin (3952-98-5) also can be called 2-Propenyl glucosinolate ; Glucopyranose, 1-thio-, 1-(3-butenohydroximate) NO-(hydrogensulfate), monopotassium salt, beta-D- ; Glucoside of allyl isothiocyanate and Potassium 1-(beta-D-glucopyranosylthio)but-3-enylideneaminooxysulphonate .