ChemFOnt: Showing chemical card for 6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000166621)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:59:59 UTC

Chemfont ID

CFc000166621

Molecule Identification

Common Name

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

Definition

6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as rhamnolipids. These are glycolipids structurally characterized by a glycosyl head group, in this case a rhamnose moiety, and a 3-(hydroxyalkanoyloxy)alkanoic acid (HAA) fatty acid tail. Based on a literature review very few articles have been published on 6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₂₇H₃₆O₁₀

Average Molecular Weight

520.575

Monoisotopic Molecular Weight

520.230847359

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]\C(\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C=C(OC)C(C)=C1C)=C(\[H])C(C)(CC(O)=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C27H36O10/c1-14(9-10-18-15(2)12-19(35-6)17(4)16(18)3)8-7-11-27(5,13-20(28)29)37-26-23(32)21(30)22(31)24(36-26)25(33)34/h7-12,21-24,26,30-32H,13H2,1-6H3,(H,28,29)(H,33,34)/b10-9+,11-7+,14-8+

InChI Key

ARNNNAXJWLQPIU-OZIPTCFKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rhamnolipids. These are glycolipids structurally characterized by a glycosyl head group, in this case a rhamnose moiety, and a 3-(hydroxyalkanoyloxy)alkanoic acid (HAA) fatty acid tail.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Rhamnolipids

Alternative Parents

Substituents

Rhamnolipid
Mono-rhamnolipid
Retinoic acid
Retinoid skeleton
Fatty acyl glycoside of mono- or disaccharide
Sesquiterpenoid
Cyclofarsesane sesquiterpenoid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Medium-chain fatty acid
Styrene
Methoxybenzene
Anisole
Phenol ether
Phenoxy compound
Methyl-branched fatty acid
Branched fatty acid
Heterocyclic fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Alkyl aryl ether
Fatty acid
Oxane
Dicarboxylic acid or derivatives
Pyran
Monosaccharide
Monocyclic benzene moiety
Hydroxy acid
Unsaturated fatty acid
Benzenoid
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Polyol
Ether
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Alcohol
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	0.073 g/L	ALOGPS
logP	2.34	ALOGPS
logP	3.1	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.37	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	137.07 m³·mol⁻¹	ChemAxon
Polarizability	55.82 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

HMDB0186354

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-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000166621)

MOL for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000166621 (6-{[(3E,5E,7E)-1-carboxy-8-(4-methoxy-2,3,6-trimethylphenyl)-2,6-dimethylocta-3,5,7-trien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)