CHEBI:79239 - bhas#38

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ChEBI Name bhas#38
ChEBI ID CHEBI:79239
Definition An (ω−1)-hydroxy fatty acid ascaroside that is ascr#38 in which the pro-R hydrogen that is β to the carboxy group is replaced by a hydroxy group. It is a metabolite of the nematode Caenorhabditis elegans.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C27H52O7
Net Charge 0
Average Mass 488.69760
Monoisotopic Mass 488.37130
InChI InChI=1S/C27H52O7/c1-21(33-27-25(30)20-24(29)22(2)34-27)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-23(28)19-26(31)32/h21-25,27-30H,3-20H2,1-2H3,(H,31,32)/t21-,22+,23-,24-,25-,27-/m1/s1
InChIKey LONSJLDZLUHCRR-LJNMJUOLSA-N
SMILES C[C@H](CCCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) A major ascaroside in dhs-28(hj8) and daf-22(ok693) mutant worms, also detected in maoc-1(hj13) mutant worms. 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): 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 bhas#38 (CHEBI:79239) has functional parent (3R,20R)-3,20-dihydroxyhenicosanoic acid (CHEBI:79253)
bhas#38 (CHEBI:79239) has functional parent ascr#38 (CHEBI:78976)
bhas#38 (CHEBI:79239) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#38 (CHEBI:79239) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#38 (CHEBI:79239) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#38 (CHEBI:79239) is a monocarboxylic acid (CHEBI:25384)
bhas#38 (CHEBI:79239) is conjugate acid of bhas#38(1-) (CHEBI:139765)
Incoming bhas#38(1-) (CHEBI:139765) is conjugate base of bhas#38 (CHEBI:79239)
IUPAC Name
(3R,20R)-20-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyhenicosanoic acid
Synonyms Sources
(3R,20R)-20-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyheneicosanoic acid ChEBI
3R-hydroxy-20R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heneicosanoic acid ChEBI
3R-hydroxy-20R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-henicosanoic acid SMID
Manual Xref Database
bhas%2338%0D SMID
View more database links
Registry Numbers Types Sources
1355682-70-0 CAS Registry Number SMID
22233521 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014