ChemFOnt: Showing chemical card for Glucoalyssin (CFc000281430)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:48 UTC

Chemfont ID

CFc000281430

Molecule Identification

Common Name

Glucoalyssin

Definition

Glucoalyssin is a member of the class of compounds known as alkylglucosinolates. Alkylglucosinolates are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Glucoalyssin is soluble (in water) and an extremely strong acidic compound (based on its pKa). Glucoalyssin can be found in chinese cabbage and turnip, which makes glucoalyssin a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-({6-methanesulphinyl-1-[(sulphonatooxy)imino]hexyl}sulphanyl)oxane-3,4,5-triol	Generator
5-Methylsulfinylpentyl glucosinolate	ChEBI
beta-D-Glucopyranose, 1-thio-, 1-(6-(methylsulfinyl)-N-(sulfooxy)hexanimidate)	ChEBI
5-Methylsulfinylpentyl glucosinolic acid	Generator
5-Methylsulphinylpentyl glucosinolate	Generator
5-Methylsulphinylpentyl glucosinolic acid	Generator
b-D-Glucopyranose, 1-thio-, 1-(6-(methylsulfinyl)-N-(sulfooxy)hexanimidate)	Generator
b-D-Glucopyranose, 1-thio-, 1-(6-(methylsulfinyl)-N-(sulfooxy)hexanimidic acid)	Generator
b-D-Glucopyranose, 1-thio-, 1-(6-(methylsulphinyl)-N-(sulphooxy)hexanimidate)	Generator
b-D-Glucopyranose, 1-thio-, 1-(6-(methylsulphinyl)-N-(sulphooxy)hexanimidic acid)	Generator
beta-D-Glucopyranose, 1-thio-, 1-(6-(methylsulfinyl)-N-(sulfooxy)hexanimidic acid)	Generator
beta-D-Glucopyranose, 1-thio-, 1-(6-(methylsulphinyl)-N-(sulphooxy)hexanimidate)	Generator
beta-D-Glucopyranose, 1-thio-, 1-(6-(methylsulphinyl)-N-(sulphooxy)hexanimidic acid)	Generator
β-D-glucopyranose, 1-thio-, 1-(6-(methylsulfinyl)-N-(sulfooxy)hexanimidate)	Generator
β-D-glucopyranose, 1-thio-, 1-(6-(methylsulfinyl)-N-(sulfooxy)hexanimidic acid)	Generator
β-D-glucopyranose, 1-thio-, 1-(6-(methylsulphinyl)-N-(sulphooxy)hexanimidate)	Generator
β-D-glucopyranose, 1-thio-, 1-(6-(methylsulphinyl)-N-(sulphooxy)hexanimidic acid)	Generator

Chemical Formula

C₁₃H₂₄NO₁₀S₃

Average Molecular Weight

450.525

Monoisotopic Molecular Weight

450.056233063

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-({6-methanesulfinyl-1-[(sulfonatooxy)imino]hexyl}sulfanyl)oxane-3,4,5-triol

Traditional Name

glucoalyssin

CAS Registry Number

499-37-6

SMILES

CS(=O)CCCCCC(S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=NOS([O-])(=O)=O

InChI Identifier

InChI=1S/C13H25NO10S3/c1-26(19)6-4-2-3-5-9(14-24-27(20,21)22)25-13-12(18)11(17)10(16)8(7-15)23-13/h8,10-13,15-18H,2-7H2,1H3,(H,20,21,22)/p-1/t8-,10-,11+,12-,13+,26?/m1/s1

InChI Key

HUCGRJSHMZWRQQ-LJBAHSCYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Alkylglucosinolates

Alternative Parents

Substituents

Alkylglucosinolate
Glycosyl compound
S-glycosyl compound
Oxane
Monothioacetal
Organic sulfuric acid or derivatives
Secondary alcohol
Sulfoxide
Polyol
Oxacycle
Organoheterocyclic compound
Sulfinyl compound
Sulfenyl compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

sulfoxide (CHEBI:5395 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301914)

Food

Vegetable

Cabbage

Broccoli (FooDB: FOOD00034)
Chinese cabbage (FooDB: FOOD00035)

Root vegetable

Swede (FooDB: FOOD00028)

Herb and spice

Herb

Turnip (FooDB: FOOD00036)

Spice

Capers (FooDB: FOOD00039)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	16.2 g/L	ALOGPS
logP	-0.7	ALOGPS
logP	-4.2	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	-3.6	ChemAxon
pKa (Strongest Basic)	-0.38	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	186.01 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	97.1 m³·mol⁻¹	ChemAxon
Polarizability	42.99 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0301914

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001609

KNApSAcK ID

Not Available

Chemspider ID

570901

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

656522

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Glucoalyssin (CFc000281430)

MOL for CFc000281430 (Glucoalyssin)

3D MOL for CFc000281430 (Glucoalyssin)

3D SDF for CFc000281430 (Glucoalyssin)

3D-SDF for CFc000281430 (Glucoalyssin)

PDB for CFc000281430 (Glucoalyssin)

3D PDB for CFc000281430 (Glucoalyssin)

SMILES for CFc000281430 (Glucoalyssin)

INCHI for CFc000281430 (Glucoalyssin)

Structure for CFc000281430 (Glucoalyssin)

3D Structure for CFc000281430 (Glucoalyssin)