ChemFOnt: Showing chemical card for (2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid (CFc000166613)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:59:58 UTC

Chemfont ID

CFc000166613

Molecule Identification

Common Name

Definition

(2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Based on a literature review very few articles have been published on (2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoate	Generator
(2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulphanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoate	Generator
(2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulphanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid	Generator

Chemical Formula

C₃₁H₄₃N₃O₁₀S

Average Molecular Weight

649.76

Monoisotopic Molecular Weight

649.266915771

IUPAC Name

Traditional Name

(2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-(carboxymethyl-C-hydroxycarbonimidoyl)ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=C(C)C=C(OC)C(C)=C1C)\C(\C)=C(/[H])C(O)C(SCC(N=C(O)CCC(N)C(O)=O)C(O)=NCC(O)=O)C(\C)=C(\[H])C(O)=O

InChI Identifier

InChI=1S/C31H43N3O10S/c1-16(7-8-21-17(2)12-25(44-6)20(5)19(21)4)11-24(35)29(18(3)13-27(37)38)45-15-23(30(41)33-14-28(39)40)34-26(36)10-9-22(32)31(42)43/h7-8,11-13,22-24,29,35H,9-10,14-15,32H2,1-6H3,(H,33,41)(H,34,36)(H,37,38)(H,39,40)(H,42,43)/b8-7+,16-11+,18-13-

InChI Key

AEAWJMJVAZOFKM-QMJHASDQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Retinoids

Direct Parent

Retinoids

Alternative Parents

Substituents

Retinoic acid
Retinoid skeleton
Alpha peptide
Sesquiterpenoid
Cyclofarsesane sesquiterpenoid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Phenol ether
Phenoxy compound
Styrene
Anisole
Methoxybenzene
Thia fatty acid
Alkyl aryl ether
Hydroxy fatty acid
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Amino acid
Amino acid or derivatives
Dialkylthioether
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Ether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thioether
Amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Primary aliphatic amine
Alcohol
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Carbonyl group
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0025 g/L	ALOGPS
logP	-0.34	ALOGPS
logP	1.03	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	1.97	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	232.56 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	172.5 m³·mol⁻¹	ChemAxon
Polarizability	67.96 Å³	ChemAxon
Number of Rings	1	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

HMDB0186346

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 (2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid (CFc000166613)

MOL for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)

3D MOL for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)

3D SDF for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)

3D-SDF for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)

PDB for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)

3D PDB for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)

SMILES for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)

INCHI for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)

Structure for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)

3D Structure for CFc000166613 ((2Z,6E,8E)-4-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-5-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,6,8-trienoic acid)