ChemFOnt: Showing chemical card for 3-Hydroxyphloretin 2'-O-xylosyl-glucoside (CFc000281187)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:19 UTC

Chemfont ID

CFc000281187

Molecule Identification

Common Name

3-Hydroxyphloretin 2'-O-xylosyl-glucoside

Definition

3-hydroxyphloretin 2'-o-xylosyl-glucoside is a member of the class of compounds known as flavonoid o-glycosides. Flavonoid o-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. 3-hydroxyphloretin 2'-o-xylosyl-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 3-hydroxyphloretin 2'-o-xylosyl-glucoside can be found in apple, which makes 3-hydroxyphloretin 2'-o-xylosyl-glucoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Hydroxyphloretin 2'-(6-O-beta-D-xylosyl-beta-D-glucoside)	ChEBI
3-Hydroxyphloretin 2'-(6-O-beta-xylosyl-beta-glucoside)	ChEBI
3-Hydroxyphloretin 2'-(6-O-xylosylglucoside)	ChEBI
3-Hydroxyphloretin 2'-(6-O-b-D-xylosyl-b-D-glucoside)	Generator
3-Hydroxyphloretin 2'-(6-O-β-D-xylosyl-β-D-glucoside)	Generator
3-Hydroxyphloretin 2'-(6-O-b-xylosyl-b-glucoside)	Generator
3-Hydroxyphloretin 2'-(6-O-β-xylosyl-β-glucoside)	Generator

Chemical Formula

C₂₆H₃₂O₁₅

Average Molecular Weight

584.5233

Monoisotopic Molecular Weight

584.174120354

IUPAC Name

1-(2,4-dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}phenyl)-3-(3,4-dihydroxyphenyl)propan-1-one

Traditional Name

1-(2,4-dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}phenyl)-3-(3,4-dihydroxyphenyl)propan-1-one

CAS Registry Number

None

SMILES

[H][C@@]1(O)CO[C@@]([H])(OC[C@@]2([H])O[C@@]([H])(OC3=CC(O)=CC(O)=C3C(=O)CCC3=CC(O)=C(O)C=C3)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C26H32O15/c27-11-6-15(31)19(13(29)4-2-10-1-3-12(28)14(30)5-10)17(7-11)40-26-24(37)22(35)21(34)18(41-26)9-39-25-23(36)20(33)16(32)8-38-25/h1,3,5-7,16,18,20-28,30-37H,2,4,8-9H2/t16-,18-,20+,21-,22+,23-,24-,25+,26-/m1/s1

InChI Key

ILXISCCVBSLKSX-SUFHHTCNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

Bi- and polyflavonoid skeleton
Catechin
Pyranoflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
Flavan
Pyranochromene
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Catechol
Phenol
Ketal
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monosaccharide
Oxane
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Primary alcohol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301671)

Food

Fruit

Pome

Apple (FooDB: FOOD00105)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.75 g/L	ALOGPS
logP	-0.35	ALOGPS
logP	-0.47	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	7.86	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	256.29 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	134.28 m³·mol⁻¹	ChemAxon
Polarizability	55.87 Å³	ChemAxon
Number of Rings	4	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

HMDB0301671

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000085

KNApSAcK ID

Not Available

Chemspider ID

58145713

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121225502

PDB ID

Not Available

ChEBI ID

88354

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Hydroxyphloretin 2'-O-xylosyl-glucoside (CFc000281187)

MOL for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)

3D MOL for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)

3D SDF for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)

3D-SDF for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)

PDB for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)

3D PDB for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)

SMILES for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)

INCHI for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)

Structure for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)

3D Structure for CFc000281187 (3-Hydroxyphloretin 2'-O-xylosyl-glucoside)