ChemFOnt: Showing chemical card for 5-Butyl-2-furanoctanoic acid (CFc000092506)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:03:27 UTC

Chemfont ID

CFc000092506

Molecule Identification

Common Name

5-Butyl-2-furanoctanoic acid

Definition

5-Butyl-2-furanoctanoic acid is a furan fatty acid (F-acid). F-acids are heterocyclic fatty acids containing a central furan moiety with a carboxylalkyl chain (mostly 7, 9, 11, or 13 carbons) in the 2-position and an alkyl chain (mostly 3 or 5 carbons) in the 5-position. Despite being found in low concentrations in food lipids, they are excellent antixoxidants and radical scavengers. This allows them to play an important role in preventing lipid peroxidation and protecting polyunsaturated fatty acids. They are often incorporated into phospholipids and cholesterol esters of fish and other marine organisms. 5-Butyl-2-furanoctanoic acid, in particular, can be described by the shorthand notation 8F4. This refers to its 8-carbon carboxyalkyl moiety, the non-methylated furan moiety, and its 4-carbon alkyl moiety. It has been identified in carp.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-Butyl-2-furanoctanoate	Generator
8F4	HMDB
8-(5-Butyl-2-furyl)octanoic acid	HMDB
9,12-Epoxy-9,11-hexadecadienoic acid	HMDB
9,12-Epoxyhexadeca-9,11-dienoic acid	HMDB
8-(5-Butylfuran-2-yl)octanoic acid	HMDB
8-(5-Butylfuran-2-yl)octanoate	HMDB
5-butyl-2-furanoctanoic acid	SMPDB

Chemical Formula

C₁₆H₂₆O₃

Average Molecular Weight

266.381

Monoisotopic Molecular Weight

266.188194697

IUPAC Name

8-(5-butylfuran-2-yl)octanoic acid

Traditional Name

8-(5-butylfuran-2-yl)octanoic acid

CAS Registry Number

Not Available

SMILES

CCCCC1=CC=C(CCCCCCCC(O)=O)O1

InChI Identifier

InChI=1S/C16H26O3/c1-2-3-9-14-12-13-15(19-14)10-7-5-4-6-8-11-16(17)18/h12-13H,2-11H2,1H3,(H,17,18)

InChI Key

JIZXCHDGGWLYFG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Furanoid fatty acids

Alternative Parents

Substituents

Furanoid fatty acid
Medium-chain fatty acid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0112097)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0085 g/L	ALOGPS
logP	5.24	ALOGPS
logP	4.79	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.44 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	76.39 m³·mol⁻¹	ChemAxon
Polarizability	32.96 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0112097

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74849752

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131819627

PDB ID

Not Available

ChEBI ID

169011

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-Butyl-2-furanoctanoic acid (CFc000092506)

MOL for CFc000092506 (5-Butyl-2-furanoctanoic acid)

3D MOL for CFc000092506 (5-Butyl-2-furanoctanoic acid)

3D SDF for CFc000092506 (5-Butyl-2-furanoctanoic acid)

3D-SDF for CFc000092506 (5-Butyl-2-furanoctanoic acid)

PDB for CFc000092506 (5-Butyl-2-furanoctanoic acid)

3D PDB for CFc000092506 (5-Butyl-2-furanoctanoic acid)

SMILES for CFc000092506 (5-Butyl-2-furanoctanoic acid)

INCHI for CFc000092506 (5-Butyl-2-furanoctanoic acid)

Structure for CFc000092506 (5-Butyl-2-furanoctanoic acid)

3D Structure for CFc000092506 (5-Butyl-2-furanoctanoic acid)