ChemFOnt: Showing chemical card for 6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000166598)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:59:57 UTC

Chemfont ID

CFc000166598

Molecule Identification

Common Name

6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic 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 6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₄O₁₀

Average Molecular Weight

518.559

Monoisotopic Molecular Weight

518.215197295

IUPAC Name

6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]/C(=C(/[H])\C(\C)=C(\[H])C(O)=O)/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C(C)=C(OC)C=C1COC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C27H34O10/c1-14(7-6-8-15(2)11-21(28)29)9-10-19-16(3)17(4)20(35-5)12-18(19)13-36-27-24(32)22(30)23(31)25(37-27)26(33)34/h6-12,22-25,27,30-32H,13H2,1-5H3,(H,28,29)(H,33,34)/b8-6+,10-9+,14-7+,15-11-

InChI Key

KSGLPNABXULTDA-FKNMPVQUSA-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
Saccharolipid
Sesquiterpenoid
Cyclofarsesane sesquiterpenoid
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Phenol ether
Medium-chain fatty acid
Styrene
Xylene
O-xylene
Anisole
Phenoxy compound
Methoxybenzene
Branched fatty acid
Heterocyclic fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Beta-hydroxy acid
Alkyl aryl ether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Benzenoid
Hydroxy acid
Unsaturated fatty acid
Monosaccharide
Pyran
Oxane
Secondary alcohol
Ether
Carboxylic acid
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
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	0.048 g/L	ALOGPS
logP	2.33	ALOGPS
logP	2.86	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.18	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	138.22 m³·mol⁻¹	ChemAxon
Polarizability	55.18 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0186331

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-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000166598)

MOL for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000166598 (6-({2-[(1E,3E,5E,7Z)-8-carboxy-3,7-dimethylocta-1,3,5,7-tetraen-1-yl]-5-methoxy-3,4-dimethylphenyl}methoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)