ChemFOnt: Showing chemical card for Vacciniin (CFc000283190)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:14 UTC

Chemfont ID

CFc000283190

Molecule Identification

Common Name

Vacciniin

Definition

Vacciniin, also known as 6-O-benzoyl-D-glucopyranoside, is a member of the class of compounds known as benzoic acid esters. Benzoic acid esters are ester derivatives of benzoic acid. Vacciniin is soluble (in water) and a very weakly acidic compound (based on its pKa). Vacciniin can be found in american cranberry, which makes vacciniin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[(2R,3S,4S,5R,6R)-3,4,5,6-Tetrahydroxyoxan-2-yl]methyl benzoic acid	Generator
6-O-Benzoyl-D-glucopyranoside	MeSH
Vacciniin	MeSH

Chemical Formula

C₁₃H₁₆O₇

Average Molecular Weight

284.264

Monoisotopic Molecular Weight

284.089602855

IUPAC Name

[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl benzoate

Traditional Name

[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl benzoate

CAS Registry Number

50-99-7

SMILES

[H][C@@]1(O)O[C@]([H])(COC(=O)C2=CC=CC=C2)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C13H16O7/c14-9-8(20-13(18)11(16)10(9)15)6-19-12(17)7-4-2-1-3-5-7/h1-5,8-11,13-16,18H,6H2/t8-,9-,10+,11-,13-/m1/s1

InChI Key

MRDRXKCKIMVUHN-BZNQNGANSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoyl
Monosaccharide
Oxane
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303674)

Food

Fruit

Berry

American cranberry (FooDB: FOOD00192)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	22.6 g/L	ALOGPS
logP	-0.54	ALOGPS
logP	-0.44	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	11.3	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	65.75 m³·mol⁻¹	ChemAxon
Polarizability	27.26 Å³	ChemAxon
Number of Rings	2	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

HMDB0303674

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017864

KNApSAcK ID

Not Available

Chemspider ID

16736084

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 Vacciniin (CFc000283190)

MOL for CFc000283190 (Vacciniin)

3D MOL for CFc000283190 (Vacciniin)

3D SDF for CFc000283190 (Vacciniin)

3D-SDF for CFc000283190 (Vacciniin)

PDB for CFc000283190 (Vacciniin)

3D PDB for CFc000283190 (Vacciniin)

SMILES for CFc000283190 (Vacciniin)

INCHI for CFc000283190 (Vacciniin)

Structure for CFc000283190 (Vacciniin)

3D Structure for CFc000283190 (Vacciniin)