Mrv0541 07141411172D          

 28 28  0  0  0  0            999 V2000
   14.0451   -4.1051    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0451   -4.9300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3306   -3.6926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3306   -5.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6162   -4.1051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6162   -4.9300    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9016   -3.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8993   -5.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7621   -5.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7621   -3.7025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1923   -1.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1923   -2.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4778   -1.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4778   -2.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7634   -1.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7634   -2.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9068   -1.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6213   -1.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9068   -2.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6213   -2.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3358   -1.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0501   -1.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3356   -2.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0501   -2.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7646   -1.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4789   -1.6404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7643   -2.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7621   -0.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  5  7  1  6  0  0  0
  6  8  1  1  0  0  0
  2  9  1  6  0  0  0
  1 10  1  1  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 18 17  1  0  0  0  0
 19 12  1  0  0  0  0
 20 19  1  0  0  0  0
 21 18  1  0  0  0  0
 22 21  1  0  0  0  0
 23 20  1  0  0  0  0
 24 23  1  0  0  0  0
 25 22  1  0  0  0  0
 26 25  1  0  0  0  0
 27 24  1  0  0  0  0
 25 28  2  0  0  0  0
 27 10  1  0  0  0  0
M  END
> <ID>
CHEBI:79150

> <NAME>
oscr#28

> <DEFINITION>
An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 16-hydroxyhexadecanoic acid (also known as juniperic acid) with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.

> <STAR>
3

> <SYNONYM>
16-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexadecanoic acid

> <IUPAC_NAME>
16-[(3,6-dideoxy-alpha-L-arabino-hexopyranosyl)oxy]hexadecanoic acid

> <FORMULA>
C22H42O6

> <MASS>
402.56530

> <MONOISOTOPIC_MASS>
402.29814

> <CHARGE>
0

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

> <INCHI>
InChI=1S/C22H42O6/c1-18-19(23)17-20(24)22(28-18)27-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-21(25)26/h18-20,22-24H,2-17H2,1H3,(H,25,26)/t18-,19+,20+,22+/m0/s1

> <INCHIKEY>
RARJQAOGTFMPFZ-GPQLQYNLSA-N

> <CAS_REGISTRY_NUMBER>
1355682-29-9

> <REAXYS_REGISTRY_NUMBER>
22233457

> <SMID_ACCESSION>
oscr%2328

> <PUBMED_CITATION>
22239548

$$$$