ChemFOnt: Showing chemical card for 4,6-Benzylidene-D-glucose (CFc000333882)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:14:25 UTC

Chemfont ID

CFc000333882

Molecule Identification

Common Name

4,6-Benzylidene-D-glucose

Definition

4,6-benzylidene-d-glucose, also known as benzylidene glucopyranose, is a member of the class of compounds known as pyranodioxins. Pyranodioxins are polycyclic compounds containing a pyranodioxin moiety, which consists of a pyran ring fused to a dioxin ring. 4,6-benzylidene-d-glucose is soluble (in water) and a very weakly acidic compound (based on its pKa). 4,6-benzylidene-d-glucose can be found in fig, which makes 4,6-benzylidene-d-glucose a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Benzylidene glucopyranose	MeSH
Benzylidene glucose	MeSH

Chemical Formula

C₁₃H₁₆O₆

Average Molecular Weight

268.2625

Monoisotopic Molecular Weight

268.094688244

IUPAC Name

2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-6,7,8-triol

Traditional Name

2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-6,7,8-triol

CAS Registry Number

26566-61-0

SMILES

OC1OC2COC(OC2C(O)C1O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C13H16O6/c14-9-10(15)12(16)18-8-6-17-13(19-11(8)9)7-4-2-1-3-5-7/h1-5,8-16H,6H2

InChI Key

FOLRUCXBTYDAQK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranodioxins. These are polycyclic compounds containing a pyranodioxin moiety, which consists of a pyran ring fused to a dioxin ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyranodioxins

Sub Class

Not Available

Direct Parent

Pyranodioxins

Alternative Parents

Substituents

Pyranodioxin
Meta-dioxane
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
1,2-diol
Secondary alcohol
Hemiacetal
Oxacycle
Polyol
Acetal
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Fruit

Other fruit

Fig (FooDB: FOOD00081)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Antineoplastic agent

Carcinostatic (FooDB: )

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	55.2 g/L	ALOGPS
logP	-0.3	ALOGPS
logP	0.23	ChemAxon
logS	-0.69	ALOGPS
pKa (Strongest Acidic)	11.31	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	88.38 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	62.81 m³·mol⁻¹	ChemAxon
Polarizability	26.5 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0245694

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005447

KNApSAcK ID

Not Available

Chemspider ID

90445

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100089

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4,6-Benzylidene-D-glucose (CFc000333882)

MOL for CFc000333882 (4,6-Benzylidene-D-glucose)

3D MOL for CFc000333882 (4,6-Benzylidene-D-glucose)

3D SDF for CFc000333882 (4,6-Benzylidene-D-glucose)

3D-SDF for CFc000333882 (4,6-Benzylidene-D-glucose)

PDB for CFc000333882 (4,6-Benzylidene-D-glucose)

3D PDB for CFc000333882 (4,6-Benzylidene-D-glucose)

SMILES for CFc000333882 (4,6-Benzylidene-D-glucose)

INCHI for CFc000333882 (4,6-Benzylidene-D-glucose)

Structure for CFc000333882 (4,6-Benzylidene-D-glucose)

3D Structure for CFc000333882 (4,6-Benzylidene-D-glucose)