Mrv0541 06251412582D          

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M  END
> <ID>
CHEBI:78961

> <NAME>
ascr#23

> <DEFINITION>
An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E,13R)-13-hydroxytetradec-2-enoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.

> <STAR>
3

> <SYNONYM>
13R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-tetradecenoic acid

> <IUPAC_NAME>
(2E,13R)-13-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]tetradec-2-enoic acid

> <FORMULA>
C20H36O6

> <MASS>
372.49620

> <MONOISOTOPIC_MASS>
372.25119

> <CHARGE>
0

> <SMILES>
C[C@H](CCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O

> <INCHI>
InChI=1S/C20H36O6/c1-15(25-20-18(22)14-17(21)16(2)26-20)12-10-8-6-4-3-5-7-9-11-13-19(23)24/h11,13,15-18,20-22H,3-10,12,14H2,1-2H3,(H,23,24)/b13-11+/t15-,16+,17-,18-,20-/m1/s1

> <INCHIKEY>
VZEGHYGOTDETNP-VKEQHCKMSA-N

> <CAS_REGISTRY_NUMBER>
1355681-61-6

> <REAXYS_REGISTRY_NUMBER>
22233422

> <SMID_ACCESSION>
ascr%2323%0D

> <PUBMED_CITATION>
19174521; 22239548

$$$$