ChemFOnt: Showing chemical card for 3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid (CFc000092490)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:03:25 UTC

Chemfont ID

CFc000092490

Molecule Identification

Common Name

3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid

Definition

3,4-Dimethyl-5-pentyl-2-furanpentadecanoic 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. 3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid, in particular, can be described by the shorthand notation 15D5. This refers to its 15-carbon carboxyalkyl moiety, the dimethyl substitutions in the 3- and 4-positions of its furan moiety, and its 5-carbon alkyl moiety. It has been identified in mussels.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4-Dimethyl-5-pentyl-2-furanpentadecanoate	Generator
15-(3,4-Dimethyl-5-pentylfuran-2-yl)-pentadecanoate	HMDB
15D5	HMDB
DiMe(15,5)	HMDB
15-(3,4-Dimethyl-5-pentyl-2-furyl)pentadecanoic acid	HMDB
16,19-Epoxy-17,18-dimethyl-16,18-tetracosadienoic acid	HMDB
16,19-Epoxy-17,18-dimethyltetracosa-16,18-dienoic acid	HMDB
15-(3,4-Dimethyl-5-pentylfuran-2-yl)pentadecanoic acid	HMDB
15-(3,4-Dimethyl-5-pentylfuran-2-yl)pentadecanoate	HMDB
3,4-dimethyl-5-pentyl-2-furanpentadecanoic acid	SMPDB

Chemical Formula

C₂₆H₄₆O₃

Average Molecular Weight

406.651

Monoisotopic Molecular Weight

406.344695341

IUPAC Name

15-(3,4-dimethyl-5-pentylfuran-2-yl)pentadecanoic acid

Traditional Name

15-(3,4-dimethyl-5-pentylfuran-2-yl)pentadecanoic acid

CAS Registry Number

116627-42-0

SMILES

CCCCCC1=C(C)C(C)=C(CCCCCCCCCCCCCCC(O)=O)O1

InChI Identifier

InChI=1S/C26H46O3/c1-4-5-16-19-24-22(2)23(3)25(29-24)20-17-14-12-10-8-6-7-9-11-13-15-18-21-26(27)28/h4-21H2,1-3H3,(H,27,28)

InChI Key

WYVWYCPRCDUPPH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0112081)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	8.39	ALOGPS
logP	9.38	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-2.6	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	19	ChemAxon
Refractivity	123.28 m³·mol⁻¹	ChemAxon
Polarizability	54.3 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

HMDB0112081

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74849738

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131819622

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid (CFc000092490)

MOL for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)

3D MOL for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)

3D SDF for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)

3D-SDF for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)

PDB for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)

3D PDB for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)

SMILES for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)

INCHI for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)

Structure for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)

3D Structure for CFc000092490 (3,4-Dimethyl-5-pentyl-2-furanpentadecanoic acid)