ChemFOnt: Showing chemical card for [12]-Shogaol (CFc000281640)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:14 UTC

Chemfont ID

CFc000281640

Molecule Identification

Common Name

[12]-Shogaol

Definition

[12]-shogaol is a member of the class of compounds known as shogaols. Shogaols are ginger derivatives containing a shogaol moiety, which consists of a benzene ring bearing a dec-4-en-3-one moiety, a methoxyphenyl group, a hydroxyl group and at positions 1, 3, and 4, respectively. [12]-shogaol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). [12]-shogaol can be found in ginger, which makes [12]-shogaol a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₃H₃₆O₃

Average Molecular Weight

360.5301

Monoisotopic Molecular Weight

360.266445018

IUPAC Name

(4E)-1-(4-hydroxy-3-methoxyphenyl)hexadec-4-en-3-one

Traditional Name

(4E)-1-(4-hydroxy-3-methoxyphenyl)hexadec-4-en-3-one

CAS Registry Number

99742-10-6

SMILES

CCCCCCCCCCC\C=C\C(=O)CCC1=CC=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C23H36O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-21(24)17-15-20-16-18-22(25)23(19-20)26-2/h13-14,16,18-19,25H,3-12,15,17H2,1-2H3/b14-13+

InChI Key

WCQFXNQALHURHS-BUHFOSPRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as shogaols. These are ginger derivatives containing a shogaol moiety, which consists of a benzene ring bearing a dec-4-en-3-one moiety, a methoxyphenyl group, a hydroxyl group and at positions 1, 3, and 4, respectively.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Shogaol
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Enone
Acryloyl-group
Alpha,beta-unsaturated ketone
Ketone
Ether
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302124)

Food

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00023 g/L	ALOGPS
logP	7.44	ALOGPS
logP	7.51	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	9.95	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	110.29 m³·mol⁻¹	ChemAxon
Polarizability	45.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302124

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001885

KNApSAcK ID

C00035443

Chemspider ID

8151405

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9975813

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for [12]-Shogaol (CFc000281640)

MOL for CFc000281640 ([12]-Shogaol)

3D MOL for CFc000281640 ([12]-Shogaol)

3D SDF for CFc000281640 ([12]-Shogaol)

3D-SDF for CFc000281640 ([12]-Shogaol)

PDB for CFc000281640 ([12]-Shogaol)

3D PDB for CFc000281640 ([12]-Shogaol)

SMILES for CFc000281640 ([12]-Shogaol)

INCHI for CFc000281640 ([12]-Shogaol)

Structure for CFc000281640 ([12]-Shogaol)

3D Structure for CFc000281640 ([12]-Shogaol)