ChemFOnt: Showing chemical card for 6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000120458)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:44:37 UTC

Chemfont ID

CFc000120458

Molecule Identification

Common Name

6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of n-(3-aminopropyl)-n-{4-[(3-aminopropyl)amino]-2-hydroxybutyl}-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamide. 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-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₄₄N₄O₁₁

Average Molecular Weight

600.666

Monoisotopic Molecular Weight

600.300658253

IUPAC Name

6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CC(=O)N(CCCN)CC(O)CCNCCCN)=CC(OC)=C1OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C27H44N4O11/c1-39-18-13-16(5-6-20(33)31(12-4-9-29)15-17(32)7-11-30-10-3-8-28)14-19(40-2)24(18)41-27-23(36)21(34)22(35)25(42-27)26(37)38/h5-6,13-14,17,21-23,25,27,30,32,34-36H,3-4,7-12,15,28-29H2,1-2H3,(H,37,38)

InChI Key

BAACQKLATQQUNZ-UHFFFAOYSA-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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Cinnamic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
M-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Beta-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Tertiary carboxylic acid amide
1,3-aminoalcohol
Secondary alcohol
Amino acid or derivatives
Carboxamide group
Amino acid
Polyol
Secondary amine
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Ether
Oxacycle
Acetal
Carbonyl group
Alcohol
Organonitrogen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organic oxide
Primary aliphatic amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0140049)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.26 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-5.8	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.66	ChemAxon
pKa (Strongest Basic)	10.23	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	239.52 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	150.78 m³·mol⁻¹	ChemAxon
Polarizability	63.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0140049

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-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000120458)

MOL for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000120458 (6-(4-{2-[(3-aminopropyl)({4-[(3-aminopropyl)amino]-2-hydroxybutyl})carbamoyl]eth-1-en-1-yl}-2,6-dimethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)