ChemFOnt: Showing chemical card for 6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000124036)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:50:03 UTC

Chemfont ID

CFc000124036

Molecule Identification

Common Name

6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({2-[(e)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1-{[(1-{3-[(e)-2-(7-chloro-5-hydroxyquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropane-1-carboxylic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({2-[(e)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({2-[(e)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulphanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({2-[(e)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulphanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	Generator

Chemical Formula

C₄₀H₄₂ClNO₁₀S

Average Molecular Weight

764.28

Monoisotopic Molecular Weight

763.2217954

IUPAC Name

6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=NC2=C(C=C1)C(OC1OC(C(O)C(O)C1O)C(O)=O)=CC(Cl)=C2)C1=CC(=CC=C1)C(CCC1=CC=CC=C1C(C)(C)O)SCC1(CC1)C(O)=O

InChI Identifier

InChI=1S/C40H42ClNO10S/c1-39(2,50)28-9-4-3-7-23(28)11-15-31(53-21-40(16-17-40)38(48)49)24-8-5-6-22(18-24)10-12-26-13-14-27-29(42-26)19-25(41)20-30(27)51-37-34(45)32(43)33(44)35(52-37)36(46)47/h3-10,12-14,18-20,31-35,37,43-45,50H,11,15-17,21H2,1-2H3,(H,46,47)(H,48,49)/b12-10+

InChI Key

NBFVYQSXXUWCHP-ZRDIBKRKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Linear 1,3-diarylpropanoid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Haloquinoline
O-glycosyl compound
Chloroquinoline
Quinoline
Phenylpropane
Styrene
Beta-hydroxy acid
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Cyclopropanecarboxylic acid
Cyclopropanecarboxylic acid or derivatives
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Oxane
Pyran
Pyridine
Benzenoid
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
Dialkylthioether
Sulfenyl compound
Thioether
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Acetal
Carboxylic acid
Polyol
Aromatic alcohol
Alcohol
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143627)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	4.74	ALOGPS
logP	5.65	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	3.68	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.87 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	198.95 m³·mol⁻¹	ChemAxon
Polarizability	80.82 Å³	ChemAxon
Number of Rings	6	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

HMDB0143627

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-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000124036)

MOL for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000124036 (6-({2-[(E)-2-[3-(1-{[(1-carboxycyclopropyl)methyl]sulfanyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)phenyl]ethenyl]-7-chloroquinolin-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)