ChemFOnt: Showing chemical card for 4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid (CFc000148770)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:30:02 UTC

Chemfont ID

CFc000148770

Molecule Identification

Common Name

4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

Definition

4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid belongs to the class of organic compounds known as kainoids. These are non-proteigenous amino acids with a structure characterized by the presence of a pyrrolidine ring bearing two dicarboxylic acid groups. Based on a literature review very few articles have been published on 4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-[(2E,4Z)-7-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylate	Generator

Chemical Formula

C₂₁H₂₉NO₁₂

Average Molecular Weight

487.458

Monoisotopic Molecular Weight

487.168975378

IUPAC Name

4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

Traditional Name

4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(C(C)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O)=C(/[H])\C(\[H])=C(/C)C1CNC(C1CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C21H29NO12/c1-8(11-7-22-13(18(28)29)10(11)6-12(23)24)4-3-5-9(2)20(32)34-21-16(27)14(25)15(26)17(33-21)19(30)31/h3-5,9-11,13-17,21-22,25-27H,6-7H2,1-2H3,(H,23,24)(H,28,29)(H,30,31)/b5-3-,8-4+

InChI Key

NNHCWTLITZZFRJ-VOGDQUTBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kainoids. These are non-proteigenous amino acids with a structure characterized by the presence of a pyrrolidine ring bearing two dicarboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Kainoids

Alternative Parents

Substituents

Kainoid skeleton
1-o-glucuronide
O-glucuronide
Proline or derivatives
Glucuronic acid or derivatives
Tetracarboxylic acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Beta-hydroxy acid
Fatty acid ester
Hydroxy acid
Monosaccharide
Oxane
Pyran
Fatty acyl
Pyrrolidine
Secondary alcohol
Carboxylic acid ester
Amino acid
Secondary amine
Polyol
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid
Acetal
Secondary aliphatic amine
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	2.74 g/L	ALOGPS
logP	-0.34	ALOGPS
logP	-3.9	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.67	ChemAxon
pKa (Strongest Basic)	11.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	220.15 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	111.33 m³·mol⁻¹	ChemAxon
Polarizability	47.35 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

HMDB0168362

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 4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid (CFc000148770)

MOL for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)

3D MOL for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)

3D SDF for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)

3D-SDF for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)

PDB for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)

3D PDB for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)

SMILES for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)

INCHI for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)

Structure for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)

3D Structure for CFc000148770 (4-[(2E,4Z)-7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-methyl-7-oxohepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid)