ChemFOnt: Showing chemical card for 6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000128192)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:56:28 UTC

Chemfont ID

CFc000128192

Molecule Identification

Common Name

6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-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 6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₂O₁₁

Average Molecular Weight

532.542

Monoisotopic Molecular Weight

532.19446185

IUPAC Name

6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(C=CC(OC2OC(C(O)C(O)C2O)C(O)=O)=C1CC1OC1(C)C)C1COC2=C(C1)C=CC(O)=C2

InChI Identifier

InChI=1S/C27H32O11/c1-27(2)19(38-27)10-16-17(36-26-22(31)20(29)21(30)24(37-26)25(32)33)7-6-15(23(16)34-3)13-8-12-4-5-14(28)9-18(12)35-11-13/h4-7,9,13,19-22,24,26,28-31H,8,10-11H2,1-3H3,(H,32,33)

InChI Key

RIWRCOGVCCJNTH-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
Isoflavonoid o-glycoside
Isoflavonoid-4p-o-glycoside
2p-methoxyisoflavonoid-skeleton
Isoflavanol
Hydroxyisoflavonoid
Isoflavan
Isoflavonoid skeleton
Isoflavonoid
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
1-benzopyran
Benzopyran
Chromane
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Alkyl aryl ether
Pyran
Benzenoid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Oxane
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Acetal
Polyol
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0147783)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	2.2	ALOGPS
logP	1.84	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.03	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.67 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	130.52 m³·mol⁻¹	ChemAxon
Polarizability	54.58 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

HMDB0147783

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 6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000128192)

MOL for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000128192 (6-{2-[(3,3-dimethyloxiran-2-yl)methyl]-4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)