CHEBI:78834 - ascr#8

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ChEBI Name ascr#8
ChEBI ID CHEBI:78834
Definition A carboxamide resulting from the formal condensation of the carboxy group of ascr#7 with the amino group of 4-aminobenzoic acid. A metabolite of the nematode Caenorhabditis elegans, it is dauer inducing and strongly male attracting.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H27NO7
Net Charge 0
Average Mass 393.43090
Monoisotopic Mass 393.17875
InChI InChI=1S/C20H27NO7/c1-12(27-20-17(23)11-16(22)13(2)28-20)5-3-4-6-18(24)21-15-9-7-14(8-10-15)19(25)26/h4,6-10,12-13,16-17,20,22-23H,3,5,11H2,1-2H3,(H,21,24)(H,25,26)/b6-4+/t12-,13+,16-,17-,20-/m1/s1
InChIKey WMKIQPAVTRWYKZ-XPUFHXNMSA-N
SMILES C[C@H](CC\C=C\C(=O)Nc1ccc(cc1)C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) See: PubMed
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): pheromone
A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour.
Caenorhabditis elegans metabolite
A nematode metabolite produced by Caenorhabditis elegans.
semiochemical
A molecular messenger released by an organism that affects the behaviour within or between species.
(via hydroxy fatty acid ascaroside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ascr#8 (CHEBI:78834) has functional parent 4-aminobenzoic acid (CHEBI:30753)
ascr#8 (CHEBI:78834) has functional parent ascr#7 (CHEBI:78830)
ascr#8 (CHEBI:78834) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#8 (CHEBI:78834) has role pheromone (CHEBI:26013)
ascr#8 (CHEBI:78834) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#8 (CHEBI:78834) is a carboxamide (CHEBI:37622)
ascr#8 (CHEBI:78834) is a monocarboxylic acid (CHEBI:25384)
ascr#8 (CHEBI:78834) is conjugate acid of ascr#8(1-) (CHEBI:139713)
Incoming ascr#8(1-) (CHEBI:139713) is conjugate base of ascr#8 (CHEBI:78834)
IUPAC Name
4-({(2E,6R)-6-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]hept-2-enoyl}amino)benzoic acid
Synonym Source
N-(6'R-[3''R,5''R-dihydroxy-6''S-methyl-(2H)-tetrahydropyran-2'-yloxy]-2'E-heptenoyl)-4-aminobenzoic acid SMID
Manual Xref Database
ascr%238%0D SMID
View more database links
Registry Numbers Types Sources
1172120-40-9 CAS Registry Number SMID
22233428 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19346493 PubMed citation Europe PMC
19665885 PubMed citation Europe PMC
19813005 PubMed citation Europe PMC
20135027 PubMed citation Europe PMC
20151418 PubMed citation Europe PMC
21423575 PubMed citation Europe PMC
22239548 PubMed citation Europe PMC
22253572 PubMed citation Europe PMC
22503501 PubMed citation Europe PMC
22665789 PubMed citation Europe PMC
22701701 PubMed citation Europe PMC
23213209 PubMed citation Europe PMC
Last Modified
25 July 2014