bhos#20 (CHEBI:79260)

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ChEBI Name	bhos#20

ChEBI ID	CHEBI:79260

Definition	An ω-hydroxy fatty acid ascaroside that is oscr#20 in which the pro-R hydrogen 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

C18H34O7

Net Charge

Average Mass

362.45840

Monoisotopic Mass

362.23045

InChI

InChI=1S/C18H34O7/c1-13-15(20)12-16(21)18(25-13)24-10-8-6-4-2-3-5-7-9-14(19)11-17(22)23/h13-16,18-21H,2-12H2,1H3,(H,22,23)/t13-,14+,15+,16+,18+/m0/s1

InChIKey

SOTOQKINJMPSIE-CWIFOLKKSA-N

SMILES

C[C@@H]1O[C@@H](OCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O

Metabolite of Species	Details
Caenorhabditis elegans (NCBI:txid6239)	Detected in dhs-28(hj8) and 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 )

ChEBI Ontology
Outgoing	bhos#20 (CHEBI:79260) has functional parent (3R)-3,12-dihydroxylauric acid (CHEBI:79278) bhos#20 (CHEBI:79260) has functional parent oscr#20 (CHEBI:79142) bhos#20 (CHEBI:79260) has role Caenorhabditis elegans metabolite (CHEBI:78804) bhos#20 (CHEBI:79260) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204) bhos#20 (CHEBI:79260) is a 3-hydroxy carboxylic acid (CHEBI:61355) bhos#20 (CHEBI:79260) is a monocarboxylic acid (CHEBI:25384) bhos#20 (CHEBI:79260) is conjugate acid of bhos#20(1-) (CHEBI:139793)

Incoming	ibho#20 (CHEBI:79373) has functional parent bhos#20 (CHEBI:79260) bhos#20(1-) (CHEBI:139793) is conjugate base of bhos#20 (CHEBI:79260)

IUPAC Name

(3R)-12-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxydodecanoic acid

Synonyms	Sources
(3R)-12-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxylauric acid	ChEBI
3R-hydroxy-12-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-dodecanoic acid	SMID
3R-hydroxy-12-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-lauric acid	ChEBI

Citation	Type	Source
22239548	PubMed citation	Europe PMC

Last Modified

25 July 2014