Basic Info

Common NameAllylglucosinolates(F02543)
2D Structure
Description

Glucosinolates represent a diverse class of alkyl aldoxime-O-sulphate esters with a beta-D-thioglucopyranoside group attached to the hydroximine carbon in Z-configuration to the sulphate group. Structural differences between individual glucosinolates are due either to substituents on the thioglucoside group or to structurally different side chains. The side chains determine 4 major classes, including allylglucosinolates, benzyl glucosinolates, 2-hydroxy-3-buteny glucosinolates and 4-methylsulfinylgutyl glucosinolates. According to their structure, glucosinolates have been classified as aliphatic, aromatic, omega-methylthioalkyl and heterocyclic (indole-) glucosinolates. Glucosinolates occur in important oil- and protein-rich agricultural crops, including among others Brassica napus (rapeseed of Canola), B. campestris (turnip rape) and Sinapis alba (white mustard), all belonging to the plant family of Brassicaceae. They are present in all parts of these plants, with the highest concentrations often found in seeds.

FRCD IDF02543
CAS Number3952-98-5
PubChem CID44135691
FormulaC10H16KNO9S2
IUPAC Name

potassium;[1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylbut-3-enylideneamino] sulfate

InChI Key

QKFAFSGJTMHRRY-UHFFFAOYSA-M

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

Canonical SMILES

C=CCC(=NOS(=O)(=O)[O-])SC1C(C(C(C(O1)CO)O)O)O.[K+]

Isomeric SMILES

C=CCC(=NOS(=O)(=O)[O-])SC1C(C(C(C(O1)CO)O)O)O.[K+]

Synonyms
        
            Sinigrin
        
            POTASSIUM MYRONATE
        
            3952-98-5
        
Classifies
                

                  
                    Predicted: Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassCarbohydrates and carbohydrate conjugates
Intermediate Tree NodesMonosaccharides - Hexoses - Glucosinolates
Direct ParentAlkylglucosinolates
Alternative Parents
Molecular FrameworkAliphatic heteromonocyclic compounds
SubstituentsAlkylglucosinolate - Glycosyl compound - S-glycosyl compound - Oxane - Monothioacetal - Organic sulfuric acid or derivatives - Secondary alcohol - Oxacycle - Organic alkali metal salt - Polyol - Sulfenyl compound - Organoheterocyclic compound - Organic nitrogen compound - Primary alcohol - Alcohol - Organic potassium salt - Organosulfur compound - Organonitrogen compound - Organic oxide - Organic salt - Hydrocarbon derivative - Organic cation - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain.

Properties

Property NameProperty Value
Molecular Weight397.454
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Complexity509
Monoisotopic Mass396.99
Exact Mass396.99
Formal Charge0
Heavy Atom Count23
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count5
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count1
Isotope Atom Count0
Covalently-Bonded Unit Count2