Cetoleic Acid
Basic information
- CAS
1002-96-6- Standard SMILES
CCCCCCCCCC/C=C\CCCCCCCCCC(=O)O- InChIKey
KJDZDTDNIULJBE-QXMHVHEDSA-N- Molecular formula
- C22H42O2
- Average molar mass
- 338.6 g/mol
- Monoisotopic mass
- 338.31848058
Overview
Cetoleic acid is a docosenoic acid having a cis-double bond at position 11. It has a role as a Daphnia tenebrosa metabolite. It is a conjugate acid of a cetoleate.
Names & identifiers
- Preferred name
- Cetoleic Acid
- IUPAC
- (Z)-docos-11-enoic acid
- English name
- (E)-docos-11-enoic acid
- Molecular formula
- C22H42O2
- Molecular weight
- 338.57
Names & synonyms
Cetoleic acid(Z)-docos-11-enoic acid1002-96-611Z-docosenoic acid(Z)-11-docosenoic acidcis-11-docosenoic acid11-Docosenoic acid, (Z)-62EZI2C5SEcis-docos-11-enoic acid22:1, n-11 cisJ12.483DCHEBI:32428
Show more names
11(Z)-Docosenoic AcidCetolic acid(E)-docos-11-enoic acid11-Docosenoic acid, (11Z)-KJDZDTDNIULJBE-QXMHVHEDSA-N
22:1(N-11)11-docosaenoic acidRefChem:32120C22:1.n-11 cisFatty Acid 22:1 n-11 cisFatty Acid cis 22:1 n-11cis-cetoleic acid(11Z)-docos-11-enoic acid
Database identifiers
- CAS
1002-96-6- PubChem CID
- 5282771
- DTXSID
DTXSID00920491- ChEMBL
CHEMBL3103072- ChEBI
CHEBI:32428- UNII
- 62EZI2C5SE
- Nikkaji
- J12.483D
Properties
Computed structural properties
- XLogP
- 8.7
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 19
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 284
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 33 · 33-34℃
- Density
- 0.891 · 0.891
- solubility
- Ethanol: soluble
- FDA UNII
- 62 EZI2C5SE · 62EZI2C5SE
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Danger
- Hazard statements
- 225 · H225
- Precautionary statements
- 210 · P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS02
- Hazard statements
- H225
- Precautionary statements
- P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Applications
UsesCetoleic acid is a long-chain monounsaturated fatty acid found in deep-sea fish. Cetoleic acid can promote the synthesis of ALA in human HepG2 cells and EPA in vitro in salmon liver cells, affecting cholesterol levels in rodents. Cetoleic acid has potential applications in cardiovascular disease research[1][2].
Additional notes
DefinitionChEBI: A docosenoic acid having a cis-double bond at position 11.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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