ChemFOnt: Showing chemical card for (S)-Mandelic acid O-beta-D-Glucopyranoside (CFc000019237)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:10:06 UTC

Chemfont ID

CFc000019237

Molecule Identification

Common Name

(S)-Mandelic acid O-beta-D-Glucopyranoside

Definition

(S)-Mandelic acid O-beta-D-Glucopyranoside is found in fruits. (S)-Mandelic acid O-beta-D-Glucopyranoside is a constituent of Sambucus nigra (elderberry).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-Mandelate O-b-D-glucopyranoside	Generator
(S)-Mandelate O-beta-D-glucopyranoside	Generator
(S)-Mandelate O-β-D-glucopyranoside	Generator
(S)-Mandelic acid O-b-D-glucopyranoside	Generator
(S)-Mandelic acid O-β-D-glucopyranoside	Generator
2-Phenyl-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetate	HMDB

Chemical Formula

C₁₄H₁₈O₈

Average Molecular Weight

314.2879

Monoisotopic Molecular Weight

314.100167552

IUPAC Name

2-phenyl-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetic acid

Traditional Name

phenyl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})acetic acid

CAS Registry Number

None

SMILES

OCC1OC(OC(C(O)=O)C2=CC=CC=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C14H18O8/c15-6-8-9(16)10(17)11(18)14(21-8)22-12(13(19)20)7-4-2-1-3-5-7/h1-5,8-12,14-18H,6H2,(H,19,20)

InChI Key

PRBPGFIPERGSFI-UHFFFAOYSA-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

Hexose monosaccharide
O-glycosyl compound
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Primary alcohol
Hydrocarbon derivative
Alcohol
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038335)
Cytoplasm (HMDB: HMDB0038335)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038335)

Source

Exogenous

Exogenous (HMDB: HMDB0038335)

Food

Food (HMDB: HMDB0038335)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0038335)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038335)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	25.7 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-0.88	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.49	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	71.12 m³·mol⁻¹	ChemAxon
Polarizability	29.89 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

HMDB0038335

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017670

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

73229629

PDB ID

Not Available

ChEBI ID

175025

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (S)-Mandelic acid O-beta-D-Glucopyranoside (CFc000019237)

MOL for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)

3D MOL for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)

3D SDF for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)

3D-SDF for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)

PDB for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)

3D PDB for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)

SMILES for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)

INCHI for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)

Structure for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)

3D Structure for CFc000019237 ((S)-Mandelic acid O-beta-D-Glucopyranoside)