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CHEBI:156455 - tropodithietic acid

Default Structure
ChEBI IDCHEBI:156455
ChEBI Nametropodithietic acid
Stars
DefinitionA monocarboxylic acid that is 8,9-dithiabicyclo[5.2.0]nona-1,3,6-triene substituted by a carboxy group at position 2 and an oxo group at position 3. It is a broad spectrum antibiotic produced by the marine bacterium Phaeobacter inhibens that also acts as a signalling molecule at lower concentrations.
Last Modified3 September 2020
SubmitterMartin Larralde
DownloadsMolfile
FormulaC8H4O3S2
Net Charge0
Average Mass212.251
Monoisotopic Mass211.96019
SMILESO=C(O)c1c(=O)cccc2ssc12
InChIInChI=1S/C8H4O3S2/c9-4-2-1-3-5-7(13-12-5)6(4)8(10)11/h1-3H,(H,10,11)
InChIKeyBLFCMITWMARUSM-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Phaeobacter gallaeciensis (ncbitaxon:60890) - PubMed (21430694)
Phaeobacter inhibens (ncbitaxon:221822) - PubMed (28389641)
Phaeobacter inhibens DSM 17395 (ncbitaxon:391619) - PubMed (25161739)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
toxin  Poisonous substance produced by a biological organism such as a microbe, animal or plant.
signalling molecule  A molecular messenger in which the molecule is specifically involved in transmitting information between cells. Such molecules are released from the cell sending the signal, cross over the gap between cells by diffusion, and interact with specific receptors in another cell, triggering a response in that cell by activating a series of enzyme controlled reactions which lead to changes inside the cell.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
tropodithietic acid (CHEBI:156455) has role antibacterial agent (CHEBI:33282)
tropodithietic acid (CHEBI:156455) has role bacterial metabolite (CHEBI:76969)
tropodithietic acid (CHEBI:156455) has role marine metabolite (CHEBI:76507)
tropodithietic acid (CHEBI:156455) has role signalling molecule (CHEBI:62488)
tropodithietic acid (CHEBI:156455) has role toxin (CHEBI:27026)
tropodithietic acid (CHEBI:156455) is a cyclic ketone (CHEBI:3992)
tropodithietic acid (CHEBI:156455) is a monocarboxylic acid (CHEBI:25384)
tropodithietic acid (CHEBI:156455) is a organic disulfide (CHEBI:35489)
tropodithietic acid (CHEBI:156455) is a organic heterobicyclic compound (CHEBI:27171)
tropodithietic acid (CHEBI:156455) is a organosulfur heterocyclic compound (CHEBI:38106)
tropodithietic acid (CHEBI:156455) is tautomer of thiotropocin (CHEBI:29694)
Incoming Relation(s)
thiotropocin (CHEBI:29694) is tautomer of tropodithietic acid (CHEBI:156455)
IUPAC Name 
3-oxo-8,9-dithiabicyclo[5.2.0]nona-1,4,6-triene-2-carboxylic acid
Registry NumbersSources
CAS:750590-18-2ChEBI
Citations