Allylglucosinolates
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Basic Info
Common Name | Allylglucosinolates(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 ID | F02543 |
CAS Number | 3952-98-5 |
PubChem CID | 44135691 |
Formula | C10H16KNO9S2 |
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 Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Organic oxygen compounds |
Class | Organooxygen compounds |
Subclass | Carbohydrates and carbohydrate conjugates |
Intermediate Tree Nodes | Monosaccharides - Hexoses - Glucosinolates |
Direct Parent | Alkylglucosinolates |
Alternative Parents | |
Molecular Framework | Aliphatic heteromonocyclic compounds |
Substituents | Alkylglucosinolate - 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 |
Description | This 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 Name | Property Value |
---|---|
Molecular Weight | 397.454 |
Hydrogen Bond Donor Count | 4 |
Hydrogen Bond Acceptor Count | 11 |
Rotatable Bond Count | 7 |
Complexity | 509 |
Monoisotopic Mass | 396.99 |
Exact Mass | 396.99 |
Formal Charge | 0 |
Heavy Atom Count | 23 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 5 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 1 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 2 |