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CHEBI:66222 - thiomarinol C

ChEBI IDCHEBI:66222
ChEBI Namethiomarinol C
Stars
DefinitionAn organosulfur heterocyclic compound produced by a marine bacterium Alteromonas rava and has been shown to exhibit antibacterial activity against Gram-positive and Gram-negative bacteria.
Last Modified21 March 2023
DownloadsMolfile
FormulaC30H44N2O8S2
Net Charge0
Average Mass624.822
Monoisotopic Mass624.25391
SMILES[H][C@@]1(C/C(C)=C/C(=O)OCCCCCCCC(=O)Nc2c3sscc-3nc2=O)OC[C@H](C/C=C/[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O
InChIInChI=1S/C30H44N2O8S2/c1-18(14-23-28(37)27(36)21(16-40-23)11-9-10-19(2)20(3)33)15-25(35)39-13-8-6-4-5-7-12-24(34)32-26-29-22(17-41-42-29)31-30(26)38/h9-10,15,17,19-21,23,27-28,33,36-37H,4-8,11-14,16H2,1-3H3,(H,31,38)(H,32,34)/b10-9+,18-15+/t19-,20+,21+,23+,27-,28+/m1/s1
InChIKeyKYCIRSXXQPEBCI-UYGPANRWSA-N
Species of MetaboliteComponentSourceComments
Alteromonas rava (ncbitaxon:226) - PubMed (7592043) Strain: SANK 73390
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
thiomarinol C (CHEBI:66222) has role antibacterial agent (CHEBI:33282)
thiomarinol C (CHEBI:66222) has role antimicrobial agent (CHEBI:33281)
thiomarinol C (CHEBI:66222) has role bacterial metabolite (CHEBI:76969)
thiomarinol C (CHEBI:66222) is a enoate ester (CHEBI:51702)
thiomarinol C (CHEBI:66222) is a lactam (CHEBI:24995)
thiomarinol C (CHEBI:66222) is a organosulfur heterocyclic compound (CHEBI:38106)
IUPAC Name 
(5S)-1,5-anhydro-2-deoxy-2-[(2E,4R,5S)-5-hydroxy-4-methylhex-2-en-1-yl]-5-[(2E)-2-methyl-4-oxo-4-({8-oxo-8-[(5-oxo-4,5-dihydro[1,2]dithiolo[4,3-b]pyrrol-6-yl)amino]octyl}oxy)but-2-en-1-yl]-L-arabinitol
Synonym  Source
[8-oxo-8-[(5-oxo-4H-dithiolo[4,3-b]pyrrol-6-yl)amino]octyl](2E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2E,4R,5S)-5-hydroxy-4-methylhex-2-enyl]oxan-2-yl]-3-methylbut-2-enoateIUPAC
UniProt Name  Source
thiomarinol CUniProt
Manual XrefsDatabases
CPD-17952MetaCyc
EP0595458Patent
Registry NumbersSources
Reaxys:7401941Reaxys
Citations