ChemFOnt: Showing chemical card for 4-Hydroxyglucobrassicin (CFc000283183)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:13 UTC

Chemfont ID

CFc000283183

Molecule Identification

Common Name

4-Hydroxyglucobrassicin

Definition

4-hydroxyglucobrassicin is a member of the class of compounds known as alkylglucosinolates. Alkylglucosinolates are organic compounds containing a glucosinolate moiety that carries an alkyl chain. 4-hydroxyglucobrassicin is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). 4-hydroxyglucobrassicin can be found in a number of food items such as broccoli, cabbage, chinese cabbage, and swede, which makes 4-hydroxyglucobrassicin a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
{[(Z)-[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxy}sulfonate	Generator
{[(Z)-[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}ethylidene]amino]oxy}sulphonate	Generator
{[(Z)-[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}ethylidene]amino]oxy}sulphonic acid	Generator

Chemical Formula

C₁₆H₂₀N₂O₁₀S₂

Average Molecular Weight

464.467

Monoisotopic Molecular Weight

464.05593625

IUPAC Name

{[(Z)-[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxy}sulfonic acid

Traditional Name

[(Z)-[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxysulfonic acid

CAS Registry Number

83327-20-2

SMILES

OCC1OC(S\C(CC2=CNC3=CC=CC(O)=C23)=N/OS(O)(=O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H20N2O10S2/c19-6-10-13(21)14(22)15(23)16(27-10)29-11(18-28-30(24,25)26)4-7-5-17-8-2-1-3-9(20)12(7)8/h1-3,5,10,13-17,19-23H,4,6H2,(H,24,25,26)/b18-11-

InChI Key

CSMYCLLHRFFFLG-WQRHYEAKSA-N

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
Hydroxyindole
3-alkylindole
Indole
Indole or derivatives
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Substituted pyrrole
Benzenoid
Oxane
Monothioacetal
Heteroaromatic compound
Pyrrole
Organic sulfuric acid or derivatives
Secondary alcohol
Oxacycle
Azacycle
Polyol
Organoheterocyclic compound
Sulfenyl compound
Organosulfur compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Primary alcohol
Organopnictogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303667)

Swede (FooDB: FOOD00028)

Baking good

Condiment

Mustard (FooDB: FOOD00654)

Herb and spice

Herb

Turnip (FooDB: FOOD00036)
Watercress (FooDB: FOOD00158)

Spice

Capers (FooDB: FOOD00039)

Process

Not Available

Role

Biological role

Quinone-reductase inducer (HMDB: HMDB0303667)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.61 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-2.4	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	-3.5	ChemAxon
pKa (Strongest Basic)	-0.41	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	202.13 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	103.21 m³·mol⁻¹	ChemAxon
Polarizability	42.88 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0303667

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017766

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6122956

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Hydroxyglucobrassicin (CFc000283183)

MOL for CFc000283183 (4-Hydroxyglucobrassicin)

3D MOL for CFc000283183 (4-Hydroxyglucobrassicin)

3D SDF for CFc000283183 (4-Hydroxyglucobrassicin)

3D-SDF for CFc000283183 (4-Hydroxyglucobrassicin)

PDB for CFc000283183 (4-Hydroxyglucobrassicin)

3D PDB for CFc000283183 (4-Hydroxyglucobrassicin)

SMILES for CFc000283183 (4-Hydroxyglucobrassicin)

INCHI for CFc000283183 (4-Hydroxyglucobrassicin)

Structure for CFc000283183 (4-Hydroxyglucobrassicin)

3D Structure for CFc000283183 (4-Hydroxyglucobrassicin)