CHEBI:29694 - thiotropocin

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ChEBI Name thiotropocin
ChEBI ID CHEBI:29694
Definition A thiocarbonyl compound that is 3,8-dihydrocyclohepta[c][1,2]oxathiole substituted at positions 3, 4 and 8 by oxo, hydroxy, and thiocarbonyl groups, respectively. It is an antibiotic first isolated in 1984 from the fermentation broth of Pseudomonas sp. CB104.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C8H4O3S2
Net Charge 0
Average Mass 212.240
Monoisotopic Mass 211.96019
InChI InChI=1S/C8H4O3S2/c9-4-2-1-3-5(12)7-6(4)8(10)11-13-7/h1-3,9H
InChIKey DQGOJKVIMNNGAH-UHFFFAOYSA-N
SMILES OC1=CC=CC(=S)C2=C1C(=O)OS2
Metabolite of Species Details
Roseobacter sp. (NCBI:txid1907202) of strain 27-4 See: PubMed
Pseudomonas sp. (NCBI:txid306) of strain CB-104 See: PubMed
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing thiotropocin (CHEBI:29694) has role antibacterial agent (CHEBI:33282)
thiotropocin (CHEBI:29694) has role bacterial metabolite (CHEBI:76969)
thiotropocin (CHEBI:29694) has role marine metabolite (CHEBI:76507)
thiotropocin (CHEBI:29694) is a organic heterobicyclic compound (CHEBI:27171)
thiotropocin (CHEBI:29694) is a organic hydroxy compound (CHEBI:33822)
thiotropocin (CHEBI:29694) is a organosulfur heterocyclic compound (CHEBI:38106)
thiotropocin (CHEBI:29694) is a thiocarbonyl compound (CHEBI:50492)
thiotropocin (CHEBI:29694) is a thionoester (CHEBI:51278)
thiotropocin (CHEBI:29694) is tautomer of tropodithietic acid (CHEBI:156455)
Incoming tropodithietic acid (CHEBI:156455) is tautomer of thiotropocin (CHEBI:29694)
IUPAC Name
4-hydroxy-8-sulfanylidenecyclohepta[c][1,2]oxathiol-3(8H)-one
Synonyms Sources
4-hydroxy-8-sulfanylidene-3H,8H-cyclohepta[c][1,2]oxathiol-3-one IUPAC
4-hydroxy-8-thioxo-cyclohepta[c][1,2]oxathiol-3(8H)-one ChEBI
thiotropocin ChemIDplus
Manual Xrefs Databases
C00000333 KNApSAcK
C12105 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
4415507 Reaxys Registry Number Reaxys
89550-93-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11671526 PubMed citation Europe PMC
16269767 PubMed citation Europe PMC
18062698 PubMed citation Europe PMC
21430694 PubMed citation Europe PMC
6511658 PubMed citation Europe PMC
Last Modified
03 September 2020
General Comment
2020-09-03 Relevant articles: https://doi.org/10.1016/S0040-4039(00)99900-3 | https://doi.org/10.1021/ja00048a019