ChemFOnt: Showing chemical card for 4-Hydroxy-3-prenylbenzoic acid glucoside (CFc000020783)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:12:20 UTC

Chemfont ID

CFc000020783

Molecule Identification

Common Name

4-Hydroxy-3-prenylbenzoic acid glucoside

Definition

4-Hydroxy-3-prenylbenzoic acid glucoside is found in nuts. 4-Hydroxy-3-prenylbenzoic acid glucoside is a constituent of almond hulls (Prunus amygdalus).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Hydroxy-3-prenylbenzoate glucoside	Generator
3-(3-Methylbut-2-en-1-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate	Generator

Chemical Formula

C₁₈H₂₄O₈

Average Molecular Weight

368.3784

Monoisotopic Molecular Weight

368.147117744

IUPAC Name

3-(3-methylbut-2-en-1-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

Traditional Name

3-(3-methylbut-2-en-1-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

CAS Registry Number

None

SMILES

CC(C)=CCC1=CC(=CC=C1OC1OC(CO)C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C18H24O8/c1-9(2)3-4-10-7-11(17(23)24)5-6-12(10)25-18-16(22)15(21)14(20)13(8-19)26-18/h3,5-7,13-16,18-22H,4,8H2,1-2H3,(H,23,24)

InChI Key

ZTHSABILDCCHJR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
Sugar acid
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
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: HMDB0039891)
Cytoplasm (HMDB: HMDB0039891)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039891)

Source

Exogenous

Exogenous (HMDB: HMDB0039891)

Food

Food (HMDB: HMDB0039891)

Nut

Nuts (FooDB: FOOD00869)

Endogenous

Plant

Plant (HMDB: HMDB0039891)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039891)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.51 g/L	ALOGPS
logP	0.34	ALOGPS
logP	0.79	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	4.29	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	6	ChemAxon
Refractivity	91.68 m³·mol⁻¹	ChemAxon
Polarizability	37.23 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

HMDB0039891

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019551

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

12312707

PDB ID

Not Available

ChEBI ID

175737

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Hydroxy-3-prenylbenzoic acid glucoside (CFc000020783)

MOL for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)

3D MOL for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)

3D SDF for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)

3D-SDF for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)

PDB for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)

3D PDB for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)

SMILES for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)

INCHI for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)

Structure for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)

3D Structure for CFc000020783 (4-Hydroxy-3-prenylbenzoic acid glucoside)