ChemFOnt: Showing chemical card for 6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000164003)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:55:19 UTC

Chemfont ID

CFc000164003

Molecule Identification

Common Name

6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety. 6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₄₂O₁₁

Average Molecular Weight

530.611

Monoisotopic Molecular Weight

530.272712172

IUPAC Name

6-{[(5Z)-3-acetyl-9-carboxy-2-[(1E)-3-hydroxyoct-1-en-1-yl]non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(5Z)-3-acetyl-9-carboxy-2-[(1E)-3-hydroxyoct-1-en-1-yl]non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC(O)=O)=C(/[H])CC(C(COC1OC(C(O)C(O)C1O)C(O)=O)C([H])=C([H])C(O)CCCCC)C(C)=O

InChI Identifier

InChI=1S/C26H42O11/c1-3-4-7-10-18(28)14-13-17(19(16(2)27)11-8-5-6-9-12-20(29)30)15-36-26-23(33)21(31)22(32)24(37-26)25(34)35/h5,8,13-14,17-19,21-24,26,28,31-33H,3-4,6-7,9-12,15H2,1-2H3,(H,29,30)(H,34,35)/b8-5-,14-13+

InChI Key

TVWWUTCFGORGLY-FCBYNYORSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Cholesteryl esters

Alternative Parents

Substituents

Cholesteryl ester
Cholesterol
Cholestane-skeleton
Delta-5-steroid
Fatty alcohol
Fatty acyl
Carboxylic acid ester
Secondary alcohol
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Aldehyde
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.32 g/L	ALOGPS
logP	1.69	ALOGPS
logP	1.78	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.35	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	191.05 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	133.91 m³·mol⁻¹	ChemAxon
Polarizability	57.44 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

HMDB0183713

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-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000164003)

MOL for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000164003 (6-{[(5Z)-3-acetyl-9-carboxy-2-(3-hydroxyoct-1-en-1-yl)non-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)