ChemFOnt: Showing chemical card for trans-p-Coumaric acid 4-glucoside (CFc000020403)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:11:46 UTC

Chemfont ID

CFc000020403

Molecule Identification

Common Name

trans-p-Coumaric acid 4-glucoside

Definition

trans-p-Coumaric acid 4-glucoside is found in blackcurrant. trans-p-Coumaric acid 4-glucoside is a constituent of Brassica species and other plant species.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
trans-p-Coumarate 4-glucoside	Generator
3-(4-(beta-D-Glucopyranosyloxy)phenyl)-2-propenoic acid	HMDB
3-[4-(beta-D-Glucopyranosyloxy)phenyl]acrylic acid	HMDB
3-[4-(beta-D-Glucopyranosyloxy)phenyl]prop-2-enoic acid	HMDB
4-O-beta-D-Glucosyl-4-coumaric acid	HMDB
4-O-beta-D-Glucosyl-4-hydroxycinnamate	HMDB
4-O-[4-(2-Carboxyvinyl)phenyl]-beta-D-glucopyranose	HMDB
(2E)-3-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoate	Generator
cis-p-Coumarate 4-glucoside	Generator

Chemical Formula

C₁₅H₁₈O₈

Average Molecular Weight

326.2986

Monoisotopic Molecular Weight

326.100167552

IUPAC Name

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

Traditional Name

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

CAS Registry Number

14364-05-7

SMILES

OCC1OC(OC2=CC=C(\C=C\C(O)=O)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-1-8(2-5-9)3-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-3+

InChI Key

LJFYQZQUAULRDF-ZZXKWVIFSA-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
Cinnamic acid
Cinnamic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Phenol ether
Styrene
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
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: HMDB0039509)
Cytoplasm (HMDB: HMDB0039509)

Source

Exogenous

Exogenous (HMDB: HMDB0039509)

Food

Fruit

Berry

Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Strawberry (FooDB: FOOD00083)
Red raspberry (FooDB: FOOD00162)
Cloudberry (FooDB: FOOD00161)
Highbush blueberry (FooDB: FOOD00191)
Jostaberry (FooDB: FOOD00257)

Herb and spice

Oilseed crop

Flaxseed (FooDB: FOOD00101)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.08 g/L	ALOGPS
logP	-0.35	ALOGPS
logP	-0.44	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.72	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	5	ChemAxon
Refractivity	77.19 m³·mol⁻¹	ChemAxon
Polarizability	31.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039509

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021351

KNApSAcK ID

Not Available

Chemspider ID

13792878

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13783633

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for trans-p-Coumaric acid 4-glucoside (CFc000020403)

MOL for CFc000020403 (trans-p-Coumaric acid 4-glucoside)

3D MOL for CFc000020403 (trans-p-Coumaric acid 4-glucoside)

3D SDF for CFc000020403 (trans-p-Coumaric acid 4-glucoside)

3D-SDF for CFc000020403 (trans-p-Coumaric acid 4-glucoside)

PDB for CFc000020403 (trans-p-Coumaric acid 4-glucoside)

3D PDB for CFc000020403 (trans-p-Coumaric acid 4-glucoside)

SMILES for CFc000020403 (trans-p-Coumaric acid 4-glucoside)

INCHI for CFc000020403 (trans-p-Coumaric acid 4-glucoside)

Structure for CFc000020403 (trans-p-Coumaric acid 4-glucoside)

3D Structure for CFc000020403 (trans-p-Coumaric acid 4-glucoside)