Basic information
- CAS
1355681-91-2- Standard SMILES
C[C@H](CCCCCCCCCCCCCCCCCCC(=O)O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O- InChIKey
NISHIBVYPLRXFI-VYXBAIFMSA-N- Molecular formula
- C27H52O6
- Average molar mass
- 472.7 g/mol
- Monoisotopic mass
- 472.37638937
Overview
Ascr#38 is an (1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (20R)-20-hydroxyhenicosanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans. It has a role as a Caenorhabditis elegans metabolite. It is a monocarboxylic acid and an (omega-1)-hydroxy fatty acid ascaroside. It is functionally related to a (20R)-20-hydroxyhenicosanoic acid. It is a conjugate acid of an ascr#38(1-).
Names & identifiers
- Preferred name
- (20R)-20-[(3,6-Dideoxy-alpha-L-arabino-hexopyranosyl)oxy]heneicosanoic acid
- IUPAC
- (20R)-20-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyhenicosanoic acid
Names & synonyms
1355681-91-2(20R)-20-((3,6-Dideoxy-alpha-L-arabino-hexopyranosyl)oxy)heneicosanoic acid(20R)-20-[(3,6-Dideoxy-alpha-L-arabino-hexopyranosyl)oxy]heneicosanoic acidRefChem:206332ascr#38(20R)-20-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]henicosanoic acidCHEBI:78976DTXSID401151082LMFA13040016Q2714806320R-(3,6-dideoxy-alpha-L-arabino-hexopyranosyloxy)-heneicosanoic acid(20R)-20-[(3,6-Dideoxy-I+/--L-arabino-hexopyranosyl)oxy]heneicosanoic acid
Show more names
20R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-henicosanoic acid20R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-henicosenoic acid
Database identifiers
- CAS
1355681-91-2- PubChem CID
- 86289709
- DTXSID
DTXSID401151082- ChEBI
CHEBI:78976
Properties
Computed structural properties
- XLogP
- 8
- Topological polar surface area
- 96.2 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 21
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 472
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty acyl glycosides [FA13] -> Ascarosides [FA1304]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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