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 |
| Heavy Atom Count | 26.0 |
| 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. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 309.0 |
| Database Name | fooddb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | (E)-tetracos-15-enoic acid |
| Nih Violation | True |
| Class | Fatty Acyls |
| Xlogp | 9.8 |
| Superclass | Lipids and lipid-like molecules |
| Is Pains | False |
| Subclass | Fatty acids and conjugates |
| Molecular Formula | C24H46O2 |
| Inchi Key | GWHCXVQVJPWHRF-MDZDMXLPSA-N |
| Rotatable Bond Count | 21.0 |
| State | Solid |
| 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 |
| 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 |
| Compound Name | trans-15-Tetracosenoic acid |
| Kingdom | Organic compounds |
| Exact Mass | 366.35 |
| Formal Charge | 0.0 |
| Brenk Violation | True |
| Monoisotopic Mass | 366.35 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 366.6 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 1.0 |
| 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 |
| Defined Bond Stereocenter Count | 1.0 |
- 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