ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid (CFc000131943)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:02:29 UTC

Chemfont ID

CFc000131943

Molecule Identification

Common Name

3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid belongs to the class of organic 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. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylate	Generator

Chemical Formula

C₂₄H₂₈O₁₁

Average Molecular Weight

492.477

Monoisotopic Molecular Weight

492.163161722

IUPAC Name

3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(OC2OC(C(O)C(O)C2O)C(O)=O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1CO

InChI Identifier

InChI=1S/C24H28O11/c1-11-20(33-2)13(10-25)16(27)15(14(26)9-8-12-6-4-3-5-7-12)21(11)34-24-19(30)17(28)18(29)22(35-24)23(31)32/h3-7,17-19,22,24-25,27-30H,8-10H2,1-2H3,(H,31,32)

InChI Key

PHFFHCSNKDQLHB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic 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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid o-glycoside
2'-hydroxy-dihydrochalcone
Phenolic glycoside
Linear 1,3-diarylpropanoid
Cinnamylphenol
O-glucuronide
1-o-glucuronide
Alkyl-phenylketone
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Butyrophenone
Methoxyphenol
Phenylketone
Aryl alkyl ketone
Methoxybenzene
Benzyl alcohol
Benzoyl
Phenoxy compound
Anisole
Phenol ether
P-cresol
Aryl ketone
Beta-hydroxy acid
Toluene
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Pyran
Monosaccharide
Oxane
Vinylogous acid
Ketone
Secondary alcohol
Acetal
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organic oxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.06 g/L	ALOGPS
logP	0.92	ALOGPS
logP	1.49	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.81	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	120.08 m³·mol⁻¹	ChemAxon
Polarizability	48.91 Å³	ChemAxon
Number of Rings	3	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

HMDB0151534

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid (CFc000131943)

MOL for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)

3D MOL for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)

3D SDF for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)

3D-SDF for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)

PDB for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)

3D PDB for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)

SMILES for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)

INCHI for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)

Structure for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)

3D Structure for CFc000131943 (3,4,5-trihydroxy-6-[3-hydroxy-4-(hydroxymethyl)-5-methoxy-6-methyl-2-(3-phenylpropanoyl)phenoxy]oxane-2-carboxylic acid)