CHEBI:90396 - (3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one

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ChEBI Name (3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one
ChEBI ID CHEBI:90396
Definition An aromatic ketone that is phloroglucinol in which two of the hydrogens attached to the benzene ring have been replaced by chlorines while the third has been replaced by a hexanoyl group. It is the immediate biosynthetic precursor for differentiation-inducing factor 1 (DIF-1). DIF-1 is released by developing Dictyostelium amoebae, inducing them to differentiate into stalk cells.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information ZINC000139478271
Download Molfile XML SDF
Formula C12H14Cl2O4
Net Charge 0
Average Mass 293.143
Monoisotopic Mass 292.02691
InChI InChI=1S/C12H14Cl2O4/c1-2-3-4-5-6(15)7-10(16)8(13)12(18)9(14)11(7)17/h16-18H,2-5H2,1H3
InChIKey WLWLDMLTAFSEDI-UHFFFAOYSA-N
SMILES C(CCCCC)(=O)C1=C(C(=C(C(=C1O)Cl)O)Cl)O
Metabolite of Species Details
Dictyostelium (NCBI:txid5782) See: PubMed
Roles Classification
Biological Role(s): eukaryotic metabolite
Any metabolite produced during a metabolic reaction in eukaryotes, the taxon that include members of the fungi, plantae and animalia kingdoms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one (CHEBI:90396) has role eukaryotic metabolite (CHEBI:75763)
(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one (CHEBI:90396) is a aromatic ketone (CHEBI:76224)
(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one (CHEBI:90396) is a benzenetriol (CHEBI:22707)
(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one (CHEBI:90396) is a dichlorobenzene (CHEBI:23697)
(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one (CHEBI:90396) is conjugate acid of (3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one(1−) (CHEBI:90398)
Incoming 1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one (CHEBI:64598) has functional parent (3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one (CHEBI:90396)
(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one(1−) (CHEBI:90398) is conjugate base of (3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one (CHEBI:90396)
IUPAC Name
1-(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one
Synonyms Sources
3,5-dichloro-THPH SUBMITTER
Cl2-THPH ChEBI
dichloro-THPH ChEBI
Registry Numbers Types Sources
10184570 Reaxys Registry Number Reaxys
118222-71-2 CAS Registry Number Reaxys
Citation
Kay RR (1998)
The biosynthesis of differentiation-inducing factor, a chlorinated signal molecule regulating Dictyostelium development.
The Journal of biological chemistry 273, 2669-2675 (Source: SUBMITTER) [PubMed:9446571]
[show Abstract]
Last Modified
19 November 2015