tropodithietic acid (CHEBI:156455)

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ChEBI Name	tropodithietic acid

ChEBI ID	CHEBI:156455

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Martin Larralde

Supplier Information

Download	Molfile XML SDF

Formula

C8H4O3S2

Net Charge

Average Mass

212.240

Monoisotopic Mass

211.96019

InChI

InChI=1S/C8H4O3S2/c9-4-2-1-3-5-7(13-12-5)6(4)8(10)11/h1-3H,(H,10,11)

InChIKey

BLFCMITWMARUSM-UHFFFAOYSA-N

SMILES

OC(=O)C1=C2SSC2=CC=CC1=O

Metabolite of Species	Details
Phaeobacter inhibens (NCBI:txid221822)	See: PubMed
Phaeobacter inhibens DSM 17395 (NCBI:txid391619)	See: PubMed
Phaeobacter gallaeciensis (NCBI:txid60890)	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):	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	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	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 Number	Type	Source
750590-18-2	CAS Registry Number	ChEBI

Last Modified

03 September 2020