ChemFOnt: Showing chemical card for [16]-Gingerol (CFc000282608)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:07 UTC

Chemfont ID

CFc000282608

Molecule Identification

Common Name

[16]-Gingerol

Definition

[16]-gingerol is a member of the class of compounds known as gingerols. Gingerols are compounds containing a gingerol moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by a 5-hydroxy-alkane-3-one. [16]-gingerol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). [16]-gingerol can be found in ginger, which makes [16]-gingerol a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₇H₄₆O₄

Average Molecular Weight

434.6517

Monoisotopic Molecular Weight

434.33960996

IUPAC Name

5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)icosan-3-one

Traditional Name

5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)icosan-3-one

CAS Registry Number

None

SMILES

CCCCCCCCCCCCCCCC(O)CC(=O)CCC1=CC=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C27H46O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24(28)22-25(29)19-17-23-18-20-26(30)27(21-23)31-2/h18,20-21,24,28,30H,3-17,19,22H2,1-2H3

InChI Key

PBVYYGQREMPCPL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gingerols. Gingerols are compounds containing a gingerol moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by a 5-hydroxy-alkane-3-one.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Gingerol
Long chain fatty alcohol
Fatty alcohol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Beta-hydroxy ketone
Monocyclic benzene moiety
Fatty acyl
Secondary alcohol
Ketone
Ether
Alcohol
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303092)

Food

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0003 g/L	ALOGPS
logP	7.84	ALOGPS
logP	8.06	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	9.95	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	129.12 m³·mol⁻¹	ChemAxon
Polarizability	55.14 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

HMDB0303092

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007725

KNApSAcK ID

Not Available

Chemspider ID

59696443

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24826530

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for [16]-Gingerol (CFc000282608)

MOL for CFc000282608 ([16]-Gingerol)

3D MOL for CFc000282608 ([16]-Gingerol)

3D SDF for CFc000282608 ([16]-Gingerol)

3D-SDF for CFc000282608 ([16]-Gingerol)

PDB for CFc000282608 ([16]-Gingerol)

3D PDB for CFc000282608 ([16]-Gingerol)

SMILES for CFc000282608 ([16]-Gingerol)

INCHI for CFc000282608 ([16]-Gingerol)

Structure for CFc000282608 ([16]-Gingerol)

3D Structure for CFc000282608 ([16]-Gingerol)