ChemFOnt: Showing chemical card for (S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol (CFc000282586)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:05 UTC

Chemfont ID

CFc000282586

Molecule Identification

Common Name

(S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol

Definition

(s)-(+)-1-(p-hydroxy-trans-cinnamoyl)-glycerol is a member of the class of compounds known as coumaric acid esters. Coumaric acid esters are aromatic compounds containing an ester derivative of coumaric acid (s)-(+)-1-(p-hydroxy-trans-cinnamoyl)-glycerol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (s)-(+)-1-(p-hydroxy-trans-cinnamoyl)-glycerol can be found in corn, which makes (s)-(+)-1-(p-hydroxy-trans-cinnamoyl)-glycerol a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄O₅

Average Molecular Weight

238.2366

Monoisotopic Molecular Weight

238.084123558

IUPAC Name

2,3-dihydroxypropyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

2,3-dihydroxypropyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

None

SMILES

[H]C(O)(CO)COC(=O)\C=C\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C12H14O5/c13-7-11(15)8-17-12(16)6-3-9-1-4-10(14)5-2-9/h1-6,11,13-15H,7-8H2/b6-3+

InChI Key

YUQSZTOOHLGKGG-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Coumaric acid or derivatives
Cinnamic acid ester
1-acyl-sn-glycerol
Monoradylglycerol
Styrene
Monoacylglycerol
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Glycerolipid
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
1,2-diol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Primary alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303070)

Food

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.92 g/L	ALOGPS
logP	0.51	ALOGPS
logP	0.89	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	62.06 m³·mol⁻¹	ChemAxon
Polarizability	24.38 Å³	ChemAxon
Number of Rings	1	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

HMDB0303070

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007616

KNApSAcK ID

Not Available

Chemspider ID

4478082

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319874

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol (CFc000282586)

MOL for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)

3D MOL for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)

3D SDF for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)

3D-SDF for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)

PDB for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)

3D PDB for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)

SMILES for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)

INCHI for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)

Structure for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)

3D Structure for CFc000282586 ((S)-(+)-1-(p-Hydroxy-trans-cinnamoyl)-glycerol)