ChemFOnt: Showing chemical card for 6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000167778)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 00:01:58 UTC

Chemfont ID

CFc000167778

Molecule Identification

Common Name

Definition

6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. Based on a literature review very few articles have been published on 6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₃₁H₃₇N₃O₁₃

Average Molecular Weight

659.645

Monoisotopic Molecular Weight

659.232638263

IUPAC Name

6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2E)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2E)-3-(2-carboxyethyl)-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(/N)C(C=C)=C(C)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O)C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O

InChI Identifier

InChI=1S/C31H37N3O13/c1-5-15(14(4)30(45)47-31-26(41)24(39)25(40)27(46-31)29(43)44)18(32)10-19-12(2)16(6-8-22(35)36)20(33-19)11-21-17(7-9-23(37)38)13(3)28(42)34-21/h5,10-11,24-27,31,33,39-41H,1,6-9,32H2,2-4H3,(H,34,42)(H,35,36)(H,37,38)(H,43,44)/b15-14?,18-10+,21-11-

InChI Key

OKXFHCXYTCIABT-CSJXAFIQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
Tetracarboxylic acid or derivatives
Hexose monosaccharide
Dipyrrin
Beta-hydroxy acid
Fatty acid ester
Oxane
Pyran
Substituted pyrrole
Fatty acyl
Hydroxy acid
Monosaccharide
Pyrrole
Heteroaromatic compound
Cyclic carboximidic acid
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Amino acid
Amino acid or derivatives
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Enamine
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Primary aliphatic amine
Alcohol
Organic oxide
Primary amine
Organonitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	0.98	ALOGPS
logP	-2.9	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	6.03	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	282.52 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	165.67 m³·mol⁻¹	ChemAxon
Polarizability	64.73 Å³	ChemAxon
Number of Rings	3	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

HMDB0187514

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-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000167778)

MOL for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000167778 (6-{[(4E)-4-amino-5-[4-(2-carboxyethyl)-5-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-3-methyl-1H-pyrrol-2-yl]-3-ethenyl-2-methylpenta-2,4-dienoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)