ChemFOnt: Showing chemical card for 6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000142151)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:18:51 UTC

Chemfont ID

CFc000142151

Molecule Identification

Common Name

6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review very few articles have been published on 6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₇NO₁₀

Average Molecular Weight

535.59

Monoisotopic Molecular Weight

535.241746395

IUPAC Name

6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCC\C([H])=C(/[H])C1=CC2=C(OCO2)C=C1)=C(\[H])CC(OC1OC(C(O)C(O)C1O)C(O)=O)C(O)=NCC(C)C

InChI Identifier

InChI=1S/C27H37NO10/c1-16(2)14-28-25(32)19(37-27-23(31)21(29)22(30)24(38-27)26(33)34)10-8-6-4-3-5-7-9-17-11-12-18-20(13-17)36-15-35-18/h6-9,11-13,16,19,21-24,27,29-31H,3-5,10,14-15H2,1-2H3,(H,28,32)(H,33,34)/b8-6+,9-7+

InChI Key

RPWLQRTWCXFSGG-CDJQDVQCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzodioxole
Styrene
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Secondary alcohol
Polyol
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboximidic acid
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Organopnictogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.064 g/L	ALOGPS
logP	2.03	ALOGPS
logP	0.66	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	-4.2	ChemAxon
pKa (Strongest Basic)	11.85	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.5 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	136.93 m³·mol⁻¹	ChemAxon
Polarizability	57.27 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

HMDB0161743

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,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000142151)

MOL for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000142151 (6-{[(3E,8E)-9-(2H-1,3-benzodioxol-5-yl)-1-[(2-methylpropyl)-C-hydroxycarbonimidoyl]nona-3,8-dien-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)