Classification Term: 170882

Ascarosides (ontology term: a085e1cbd5962b8406e8adf4ee81c718)

found 21 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Fatty acyl glycosides

Child Taxonomies: There is no child term of current ontology term.

ascr#1

6R-(3,6-dideoxy-alpha-L-arabino-hexopyranosyloxy)-heptanoic acid

C13H24O6 (276.1572804)


An (omega-1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (6R)-6-hydroxyheptanoic acid with ascarylopyranose (the alpha anomer). It is a major component of the dauer pheromone, used by the nematode Caenorhabditis elegans as a population-density signal to promote entry into an alternate larval stage, the nonfeeding and highly persistent dauer diapause. It has also been found in Pristionchus pacificus and the sour paste nematode Panagrellus redivivus. CONFIDENCE standard compound; INTERNAL_ID 97

   

ascr#2

(-)-5R-(3R,5R-dihydroxy-6S-methyl-(2H)-tetrahydropyran-2???-yloxy)-2-hexanone

C12H22O5 (246.14671620000001)


A hydroxy ketone ascaroside obtained by formal condensation of the hydroxy group of (5R)-5-hydroxyhexan-2-one with ascarylopyranose (the alpha anomer). It is a major component of the dauer pheromone, used by the nematode Caenorhabditis elegans as a population-density signal to promote entry into an alternate larval stage, the nonfeeding and highly persistent dauer diapause, and also synergises with ascr#3, ascr#4, and ascr#8 in male attraction. Ascr#2 is an ascaroside isolated from Caenorhabditis elegans, potently promotes dauer formation, and also acts as a potent male attractant combined with ascr#3 at low concentration[1].

   

ascr#3

8R-(3,6-dideoxy-alpha-L-arabino-hexopyranosyloxy)-2E-nonenoic acid

C15H26O6 (302.1729296)


An (omega-1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E,8R)-8-hydroxynon-2-enoic acid with ascarylopyranose (the alpha anomer). It is a major component of the dauer pheromone, used by the nematode Caenorhabditis elegans as a population-density signal to promote entry into an alternate larval stage, the nonfeeding and highly persistent dauer diapause, and also synergises with ascr#2, ascr#4, and ascr#8 in male attraction.

   

icas#9

4R-(3R-hydroxy-5R-O-(1H-indol-3-ylcarbonyl)-6S-methyl-(2H)-tetrahydropyran-2-yloxy)-pentanoic acid;indolecarboxylascaroside C5

C20H25NO7 (391.163094)


A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (4R)-4-hydroxypentanoic acid. It is a metabolite of the nematode Caenorhabditis elegans.

   

(2r,3r,5r,6s)-2-[(6-hydroxyhentriacontan-2-yl)oxy]-6-methyloxane-3,5-diol

(2r,3r,5r,6s)-2-[(6-hydroxyhentriacontan-2-yl)oxy]-6-methyloxane-3,5-diol

C37H74O5 (598.5535954)


   

(2r)-3-{[(2s,3r,4r,5s,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-n-hexadecyl-2-hydroxypropanimidic acid

(2r)-3-{[(2s,3r,4r,5s,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-n-hexadecyl-2-hydroxypropanimidic acid

C27H52N2O8 (532.3723472)


   

(2r,3r,5r,6s)-2-[(6-{[(2r,3r,5r,6s)-3,5-dihydroxy-6-methyloxan-2-yl]oxy}hentriacontan-2-yl)oxy]-6-methyloxane-3,5-diol

(2r,3r,5r,6s)-2-[(6-{[(2r,3r,5r,6s)-3,5-dihydroxy-6-methyloxan-2-yl]oxy}hentriacontan-2-yl)oxy]-6-methyloxane-3,5-diol

C43H84O8 (728.6165864000001)


   

(2r,3r,5r,6s)-2-{[(2r,28r)-28-hydroxynonacosan-2-yl]oxy}-6-methyloxane-3,5-diol

(2r,3r,5r,6s)-2-{[(2r,28r)-28-hydroxynonacosan-2-yl]oxy}-6-methyloxane-3,5-diol

C35H70O5 (570.522297)


   

3-({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)-n-hexadecyl-2-hydroxypropanimidic acid

3-({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)-n-hexadecyl-2-hydroxypropanimidic acid

C27H52N2O8 (532.3723472)


   

(2r,3r,5r,6s)-2-{[(2s,30r)-30-hydroxyhentriacontan-2-yl]oxy}-6-methyloxane-3,5-diol

(2r,3r,5r,6s)-2-{[(2s,30r)-30-hydroxyhentriacontan-2-yl]oxy}-6-methyloxane-3,5-diol

C37H74O5 (598.5535954)


   

n-[(2s,3r,4r,5s,6r)-2,5-dihydroxy-6-{[(3-methylbutanoyl)oxy]methyl}-4-(octadecanoyloxy)oxan-3-yl]ethanimidic acid

n-[(2s,3r,4r,5s,6r)-2,5-dihydroxy-6-{[(3-methylbutanoyl)oxy]methyl}-4-(octadecanoyloxy)oxan-3-yl]ethanimidic acid

C31H57NO8 (571.4083962000001)


   

3-({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)-n-heptadecyl-2-hydroxypropanimidic acid

3-({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)-n-heptadecyl-2-hydroxypropanimidic acid

C28H54N2O8 (546.3879964)


   

(2r,3r,5r,6s)-2-[(2r)-heptacosan-2-yloxy]-6-methyloxane-3,5-diol

(2r,3r,5r,6s)-2-[(2r)-heptacosan-2-yloxy]-6-methyloxane-3,5-diol

C33H66O4 (526.4960836)


   

(2s,3r,5r,6r)-2-methoxy-6-methyloxane-3,5-diol

(2s,3r,5r,6r)-2-methoxy-6-methyloxane-3,5-diol

C7H14O4 (162.0892044)


   

(2r)-3-{[(2s,3r,4r,5s,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-n-heptadecyl-2-hydroxypropanimidic acid

(2r)-3-{[(2s,3r,4r,5s,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-n-heptadecyl-2-hydroxypropanimidic acid

C28H54N2O8 (546.3879964)


   

(2r,3r,5r,6s)-2-{[(2s,32r)-32-hydroxytritriacontan-2-yl]oxy}-6-methyloxane-3,5-diol

(2r,3r,5r,6s)-2-{[(2s,32r)-32-hydroxytritriacontan-2-yl]oxy}-6-methyloxane-3,5-diol

C39H78O5 (626.5848937999999)


   

n-[2,5-dihydroxy-4-(octadecanoyloxy)-6-[(propanoyloxy)methyl]oxan-3-yl]ethanimidic acid

n-[2,5-dihydroxy-4-(octadecanoyloxy)-6-[(propanoyloxy)methyl]oxan-3-yl]ethanimidic acid

C29H53NO8 (543.3770978)


   

n-(2,5-dihydroxy-6-{[(3-methylbutanoyl)oxy]methyl}-4-(octadecanoyloxy)oxan-3-yl)ethanimidic acid

n-(2,5-dihydroxy-6-{[(3-methylbutanoyl)oxy]methyl}-4-(octadecanoyloxy)oxan-3-yl)ethanimidic acid

C31H57NO8 (571.4083962000001)


   

n-[(2s,3r,4r,5s,6r)-2,5-dihydroxy-4-(octadecanoyloxy)-6-[(propanoyloxy)methyl]oxan-3-yl]ethanimidic acid

n-[(2s,3r,4r,5s,6r)-2,5-dihydroxy-4-(octadecanoyloxy)-6-[(propanoyloxy)methyl]oxan-3-yl]ethanimidic acid

C29H53NO8 (543.3770978)


   

2-methoxy-6-methyloxane-3,5-diol

2-methoxy-6-methyloxane-3,5-diol

C7H14O4 (162.0892044)


   

4-{[3-hydroxy-5-(1h-indole-3-carbonyloxy)-6-methyloxan-2-yl]oxy}pentanoic acid

4-{[3-hydroxy-5-(1h-indole-3-carbonyloxy)-6-methyloxan-2-yl]oxy}pentanoic acid

C20H25NO7 (391.163094)