ChemFOnt: Showing chemical card for Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside (CFc000282572)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:03 UTC

Chemfont ID

CFc000282572

Molecule Identification

Common Name

Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside

Definition

Benzyl 6-o-beta-d-apiofuranosyl-beta-d-glucoside, also known as benzyl acuminose, is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Benzyl 6-o-beta-d-apiofuranosyl-beta-d-glucoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Benzyl 6-o-beta-d-apiofuranosyl-beta-d-glucoside can be found in common grape, which makes benzyl 6-o-beta-d-apiofuranosyl-beta-d-glucoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Benzyl 6-O-b-D-apiofuranosyl-b-D-glucoside	Generator
Benzyl 6-O-β-D-apiofuranosyl-β-D-glucoside	Generator

Chemical Formula

C₁₈H₂₆O₁₀

Average Molecular Weight

402.393

Monoisotopic Molecular Weight

402.152597052

IUPAC Name

(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)oxane-3,4,5-triol

CAS Registry Number

None

SMILES

OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@@H](OCC3=CC=CC=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O

InChI Identifier

InChI=1S/C18H26O10/c19-8-18(24)9-27-17(15(18)23)26-7-11-12(20)13(21)14(22)16(28-11)25-6-10-4-2-1-3-5-10/h1-5,11-17,19-24H,6-9H2/t11-,12-,13+,14-,15+,16-,17-,18-/m1/s1

InChI Key

NJMQSVWMCODQIP-FQXXIRCGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Disaccharide
O-glycosyl compound
Monocyclic benzene moiety
Oxane
Benzenoid
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303056)

Food

Fruit

Berry

Common grape (FooDB: FOOD00204)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	18.6 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-1.8	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	158.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	91.96 m³·mol⁻¹	ChemAxon
Polarizability	39.14 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0303056

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007539

KNApSAcK ID

Not Available

Chemspider ID

22913850

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside (CFc000282572)

MOL for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)

3D MOL for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)

3D SDF for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)

3D-SDF for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)

PDB for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)

3D PDB for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)

SMILES for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)

INCHI for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)

Structure for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)

3D Structure for CFc000282572 (Benzyl 6-O-beta-D-apiofuranosyl-beta-D-glucoside)