ChemFOnt: Showing chemical card for 6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000123994)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:49:59 UTC

Chemfont ID

CFc000123994

Molecule Identification

Common Name

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

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₄₁H₄₄ClNO₁₀S

Average Molecular Weight

778.31

Monoisotopic Molecular Weight

777.2374455

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=C(O)C(=CC=C1)C(CCC1=CC=CC=C1C(C)(C)O)SCC1(CC(=O)OC2OC(C(O)C(O)C2O)C(O)=O)CC1)C1=NC2=C(C=CC(Cl)=C2)C=C1

InChI Identifier

InChI=1S/C41H44ClNO10S/c1-40(2,51)29-9-4-3-6-23(29)13-17-31(28-8-5-7-25(33(28)45)12-16-27-15-11-24-10-14-26(42)20-30(24)43-27)54-22-41(18-19-41)21-32(44)52-39-36(48)34(46)35(47)37(53-39)38(49)50/h3-12,14-16,20,31,34-37,39,45-48,51H,13,17-19,21-22H2,1-2H3,(H,49,50)/b16-12+

InChI Key

WFUDAEFOLOTRDP-FOWTUZBSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Cinnamylphenols

Direct Parent

Cinnamylphenols

Alternative Parents

Substituents

Cinnamylphenol
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Haloquinoline
Chloroquinoline
Quinoline
Phenylpropane
Styrene
Phenol
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Fatty acid ester
Aryl chloride
Aryl halide
Oxane
Pyran
Hydroxy acid
Benzenoid
Fatty acyl
Monosaccharide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Pyridine
Tertiary alcohol
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Thioether
Polyol
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Aromatic alcohol
Alcohol
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143585)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0019 g/L	ALOGPS
logP	5.53	ALOGPS
logP	5.94	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.59	ChemAxon
pKa (Strongest Basic)	2.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.87 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	203.78 m³·mol⁻¹	ChemAxon
Polarizability	81.98 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

HMDB0143585

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-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000123994)

MOL for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000123994 (6-{[2-(1-{[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]-2-hydroxyphenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)