ChemFOnt: Showing chemical card for 6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000133848)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:05:51 UTC

Chemfont ID

CFc000133848

Molecule Identification

Common Name

6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. Based on a literature review very few articles have been published on 6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({4-[(2-aminoethyl)sulphanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({4-[(2-aminoethyl)sulphanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	Generator

Chemical Formula

C₂₃H₂₇NO₁₃S

Average Molecular Weight

557.52

Monoisotopic Molecular Weight

557.120311107

IUPAC Name

6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NCCSC1C(O)C(OC2=CC(OC3OC(C(O)C(O)C3O)C(O)=O)=C(O)C(O)=C12)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C23H27NO13S/c24-3-4-38-21-12-10(35-19(18(21)32)7-1-2-8(25)9(26)5-7)6-11(13(27)14(12)28)36-23-17(31)15(29)16(30)20(37-23)22(33)34/h1-2,5-6,15-21,23,25-32H,3-4,24H2,(H,33,34)

InChI Key

ARICCDZDPLGIRK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glucuronides

Alternative Parents

Substituents

Flavonoid-7-o-glucuronide
Flavonoid-7-o-glycoside
Catechin
3'-hydroxyflavonoid
Hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
6-hydroxyflavonoid
Flavan-3-ol
Flavan
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Benzopyran
Chromane
1-benzopyran
Catechol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Monocyclic benzene moiety
Benzenoid
Pyran
Hydroxy acid
Oxane
Monosaccharide
Amino acid
Amino acid or derivatives
Secondary alcohol
Acetal
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Carboxylic acid derivative
Carboxylic acid
Sulfenyl compound
Ether
Thioether
Polyol
Organonitrogen compound
Organosulfur compound
Organic nitrogen compound
Organooxygen compound
Carbonyl group
Primary aliphatic amine
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.74 g/L	ALOGPS
logP	-0.77	ALOGPS
logP	-3.2	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	2.37	ChemAxon
pKa (Strongest Basic)	9.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	252.85 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	128.16 m³·mol⁻¹	ChemAxon
Polarizability	52.42 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

HMDB0153440

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-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000133848)

MOL for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000133848 (6-({4-[(2-aminoethyl)sulfanyl]-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)