CHEBI:78821 - ascr#3

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ChEBI Name ascr#3
ChEBI ID CHEBI:78821
Definition An (ω−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 α 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Caenorhabditis elegans metabolite
A nematode metabolite produced by Caenorhabditis elegans.
pheromone
A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour.
semiochemical
A molecular messenger released by an organism that affects the behaviour within or between species.
(via hydroxy fatty acid ascaroside )
Related Structures
ascr#3 is a Functional Parent of
mbas#3
Mass : 384.46390
Formula : C20H32O7
79128
glas#3
Mass : 464.50390
Formula : C21H36O11
79300
icas#3
Mass : 445.50540
Formula : C24H31NO7
79052
ascr#3-CoA
Mass : 1051.890
Formula : C36H60N7O21P3S
139705
hbas#3
Mass : 422.46880
Formula : C22H30O8
79321
ascr#3 is a Structural Derivative of
(2E,8R)-8-hydroxynon-2-enoic acid
Mass : 172.22150
Formula : C9H16O3
78819
(omega-1)-hydroxy fatty acid
Definition : A hydroxy fatty acid that is a straight-chain fatty acid in which one of the hydrogens attached to the carbon adjacent to the terminal methyl group (i.e. at the (omega1) position) is replaced by a hydroxy group.
hydroxy fatty acid
Definition : Any fatty acid carrying one or more hydroxy substituents.
alpha-ascarylopyranose
Mass : 148.15710
Formula : C6H12O4
78772
carbohydrate
Definition : Any member of the class of organooxygen compounds that is a polyhydroxy-aldehyde or -ketone or a lactol resulting from their intramolecular condensation (monosaccharides); substances derived from these by reduction of the carbonyl group (alditols), by oxidation of one or more hydroxy groups to afford the corresponding aldehydes, ketones, or carboxylic acids, or by replacement of one or more hydroxy group(s) by a hydrogen atom; and polymeric products arising by intermolecular acetal formation between two or more such molecules (disaccharides, polysaccharides and oligosaccharides). Carbohydrates contain only carbon, hydrogen and oxygen atoms; prior to any oxidation or reduction, most have the empirical formula Cm(H2O)n. Compounds obtained from carbohydrates by substitution, etc., are known as carbohydrate derivatives and may contain other elements. Cyclitols are generally not regarded as carbohydrates.
fatty acid
Mass : 45.01740
Formula : CHO2R
35366
ascr#3 is a Conjugate Acid of
ascr#3(1-)
Mass : 301.356
139677
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