trans-15-Tetracosenoic acid
PubChem CID: 5282773
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| Compound Synonyms | 115863-91-7, trans-selacholeic acid, (E)-tetracos-15-enoic acid, 15-Tetracosenoic acid, (15E)-, 15E-tetracosenoic acid, trans-15-tetracosenoic acid, 15-Tetracosenoic acid, (15Z)-, trans-nervonic acid, C24:1n-9, 15-Tetracosensaure, Selacholeic acid, cis-15-Tetracosenoic acid, SCHEMBL21104, SCHEMBL486483, CHEBI:187998, LMFA01030093, AKOS015892941, AS-85281 |
|---|---|
| Topological Polar Surface Area | 37.3 |
| Hydrogen Bond Donor Count | 1.0 |
| Inchi Key | GWHCXVQVJPWHRF-MDZDMXLPSA-N |
| Rotatable Bond Count | 21.0 |
| State | Solid |
| Substituent Name | Very long-chain fatty acid, Unsaturated fatty acid, Straight chain fatty acid, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aliphatic acyclic compound |
| Synonyms | (15Z)-tetracos-15-enoate, (15Z)-tetracos-15-enoic acid, (15Z)-Tetracosenoate, (15Z)-Tetracosenoic acid, (Z)-15-Tetracosenoate, (z)-15-tetracosenoic acid, (Z)-Tetracos-15-enoate, (Z)-Tetracos-15-enoic acid, 15-Tetracosenoate, 15-Tetracosenoic acid, 15cis-Tetracosenoate, 15cis-Tetracosenoic acid, 15Z-tetracosenoate, 15Z-tetracosenoic acid, cis-15-Teracosenoate, cis-15-Teracosenoic acid, cis-15-Tetracosenate, cis-15-Tetracosenic acid, cis-15-tetracosenoate, cis-15-tetracosenoic acid, cis-Delta(15)-tetracosenoate, cis-Delta(15)-tetracosenoic acid, Cis-selacholeate, Cis-selacholeic acid, cis-δ(15)-tetracosenoate, cis-δ(15)-tetracosenoic acid, Nervonate, Nervonic acid, Nervonsaeure, Selacholeate, Selacholeic acid, tetracos-15-enoic acid |
| Heavy Atom Count | 26.0 |
| Compound Name | trans-15-Tetracosenoic acid |
| Kingdom | Organic compounds |
| Description | Present in fish and rape seed oils Nervonic acid is a long chain unsaturated fatty acid that is enriched in sphingomyelin. It consists of choline, sphingosine, phosphoric acid, and fatty acid. Nervonic acid may enhance the brain functions and prevent demyelination (Chemical Land21). Research shows that there is negative relationship between nervonic acid and obesity-related risk factors (PMID: 16394593), Demyelination in adrenoleukodystrophy (ALD) is associated with an accumulation of very long chain saturated fatty acids stemming from a genetic defect in the peroxisomal beta oxidation system responsible for the chain shortening of these fatty acids. Sphingolipids from post mortem ALD brain have decreased levels of nervonic acid, 24:1(n-9), and increased levels of stearic acid, 18:0. (PMID: 8072429), Nervonic acid is a monounsaturated omega-9 fatty acid. Nervonic acid has been identified as important in the biosynthesis of nerve cell myelin. It is found in the sphingolipids of white matter in human brain., Nervonic acid is used in the treatment of disorders involving demyelination, such as adrenoleukodystrophy and multiple sclerosis where there is a decreased level of nervonic acid in sphingolipids. |
| Exact Mass | 366.35 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 366.35 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 309.0 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 366.6 |
| Database Name | fooddb_chem_all;pubchem |
| Covalent Unit Count | 1.0 |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | (E)-tetracos-15-enoic acid |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 1.0 |
| Class | Fatty Acyls |
| Inchi | InChI=1S/C24H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H,25,26)/b10-9+ |
| Smiles | CCCCCCCC/C=C/CCCCCCCCCCCCCC(=O)O |
| Xlogp | 9.8 |
| Superclass | Lipids and lipid-like molecules |
| Defined Bond Stereocenter Count | 1.0 |
| Subclass | Fatty acids and conjugates |
| Molecular Formula | C24H46O2 |
- 1. Outgoing r'ship
FOUND_INto/from Brassica Napus (Plant) Rel Props:Source_db:fooddb_chem_all - 2. Outgoing r'ship
FOUND_INto/from Carthamus Tinctorius (Plant) Rel Props:Source_db:fooddb_chem_all