ChemFOnt: Showing chemical card for xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside (CFc000012876)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:01:05 UTC

Chemfont ID

CFc000012876

Molecule Identification

Common Name

xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside

Definition

xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside is found in fats and oils. xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside is a constituent of Perilla frutescens (perilla)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
XI-3-hydroxy-5-phenylpentanoate O-b-D-glucopyranoside	Generator
XI-3-hydroxy-5-phenylpentanoate O-beta-D-glucopyranoside	Generator
XI-3-hydroxy-5-phenylpentanoate O-β-D-glucopyranoside	Generator
XI-3-hydroxy-5-phenylpentanoic acid O-b-D-glucopyranoside	Generator
XI-3-hydroxy-5-phenylpentanoic acid O-β-D-glucopyranoside	Generator
5-Phenyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pentanoate	HMDB

Chemical Formula

C₁₇H₂₄O₈

Average Molecular Weight

356.3677

Monoisotopic Molecular Weight

356.147117744

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

OCC1OC(OC(CCC2=CC=CC=C2)CC(O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C17H24O8/c18-9-12-14(21)15(22)16(23)17(25-12)24-11(8-13(19)20)7-6-10-4-2-1-3-5-10/h1-5,11-12,14-18,21-23H,6-9H2,(H,19,20)

InChI Key

HRYIDVZLDQBLFF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Medium-chain fatty acid
Sugar acid
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acid
Monocyclic benzene moiety
Benzenoid
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Acetal
Polyol
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Primary alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0031695)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031695)

Source

Endogenous

Endogenous (HMDB: HMDB0031695)

Plant

Plant (HMDB: HMDB0031695)

Animal

Animal (HMDB: HMDB0031695)

Exogenous

Food

Food (HMDB: HMDB0031695)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0031695)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031695)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031695)

Lipid metabolism pathway (HMDB: HMDB0031695)

Biochemical process

Lipid transport (HMDB: HMDB0031695)

Role

Biological role

Energy source (HMDB: HMDB0031695)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.91 g/L	ALOGPS
logP	-0.53	ALOGPS
logP	-0.057	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	4.24	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	8	ChemAxon
Refractivity	85.1 m³·mol⁻¹	ChemAxon
Polarizability	35.95 Å³	ChemAxon
Number of Rings	2	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

HMDB0031695

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008358

KNApSAcK ID

Not Available

Chemspider ID

17614400

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16681750

PDB ID

Not Available

ChEBI ID

167942

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside (CFc000012876)

MOL for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)

3D MOL for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)

3D SDF for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)

3D-SDF for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)

PDB for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)

3D PDB for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)

SMILES for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)

INCHI for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)

Structure for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)

3D Structure for CFc000012876 (xi-3-Hydroxy-5-phenylpentanoic acid O-beta-D-Glucopyranoside)