ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid (CFc000143329)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:20:41 UTC

Chemfont ID

CFc000143329

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₄O₁₃

Average Molecular Weight

566.556

Monoisotopic Molecular Weight

566.199941155

IUPAC Name

3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C1OC(C(C)C1CO)C1=CC(OC)=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C27H34O13/c1-11-14(10-28)24(13-8-17(36-3)19(29)18(9-13)37-4)39-23(11)12-5-6-15(16(7-12)35-2)38-27-22(32)20(30)21(31)25(40-27)26(33)34/h5-9,11,14,20-25,27-32H,10H2,1-4H3,(H,33,34)

InChI Key

MRNGFAQGXHUBMY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Tetrahydrofuran lignan
7,7p-epoxylignan
Furanoid lignan
Dibenzylbutane lignan skeleton
Fatty acyl glycoside
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Methoxyphenol
M-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Beta-hydroxy acid
Phenol
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Pyran
Hydroxy acid
Monosaccharide
Oxane
Tetrahydrofuran
Secondary alcohol
Acetal
Monocarboxylic acid or derivatives
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Oxacycle
Organooxygen compound
Alcohol
Primary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
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	0.44 g/L	ALOGPS
logP	1.61	ALOGPS
logP	0.41	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.11	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	193.83 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	135.26 m³·mol⁻¹	ChemAxon
Polarizability	56.42 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

HMDB0162921

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-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid (CFc000143329)

MOL for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D MOL for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D SDF for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D-SDF for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

PDB for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D PDB for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

SMILES for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

INCHI for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

Structure for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D Structure for CFc000143329 (3,4,5-trihydroxy-6-{4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-methyloxolan-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid)