ChemFOnt: Showing chemical card for 6''-(4-Hydroxycinnamoyl)astragalin (CFc000333086)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:51 UTC

Chemfont ID

CFc000333086

Molecule Identification

Common Name

6''-(4-Hydroxycinnamoyl)astragalin

Definition

Kaempferol 3-(6''-p-coumaroylgalactoside) is a member of the class of compounds known as flavonoid 3-o-p-coumaroyl glycosides. Flavonoid 3-o-p-coumaroyl glycosides are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Kaempferol 3-(6''-p-coumaroylgalactoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Within the cell, kaempferol 3-(6''-p-coumaroylgalactoside) is primarily located in the membrane (predicted from logP).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Kaempferol 3-(6-P-coumaroylgalactoside)	HMDB
(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₃₀H₂₆O₁₃

Average Molecular Weight

594.5196

Monoisotopic Molecular Weight

594.137340918

IUPAC Name

(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

20316-62-5

SMILES

OC1C(COC(=O)\C=C\C2=CC=C(O)C=C2)OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)C(O)C1O

InChI Identifier

InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+

InChI Key

DVGGLGXQSFURLP-XCVCLJGOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 3-O-p-coumaroyl glycosides

Alternative Parents

Substituents

Flavonoid 3-o-6-p-coumaroyl-glycoside
Flavonoid-3-o-glycoside
Flavone
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Chromone
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Styrene
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Pyran
Monosaccharide
Oxane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040689)
Cell membrane (HMDB: HMDB0040689)

Source

Exogenous

Exogenous (HMDB: HMDB0040689)

Food

Food (HMDB: HMDB0040689)

Plant (HMDB: HMDB0040689)

Process

Not Available

Role

Biological role

Industrial application

Agriculture

Pesticide

Protisticide (HMDB: HMDB0040689)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	2.97	ALOGPS
logP	2.89	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	212.67 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	148.84 m³·mol⁻¹	ChemAxon
Polarizability	57.63 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0040689

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002430

KNApSAcK ID

C00055130

Chemspider ID

13389461

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12775850

PDB ID

Not Available

ChEBI ID

168898

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6''-(4-Hydroxycinnamoyl)astragalin (CFc000333086)

MOL for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)

3D MOL for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)

3D SDF for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)

3D-SDF for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)

PDB for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)

3D PDB for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)

SMILES for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)

INCHI for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)

Structure for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)

3D Structure for CFc000333086 (6''-(4-Hydroxycinnamoyl)astragalin)