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CHEBI:66221 - thiomarinol B

ChEBI IDCHEBI:66221
ChEBI Namethiomarinol B
Stars
DefinitionA sulfone produced by a marine bacterium Alteromonas rava and has been shown to exhibit antibacterial activity against Gram-positive and Gram-negative bacteria.
Last Modified13 January 2014
DownloadsMolfile
FormulaC30H44N2O11S2
Net Charge0
Average Mass672.819
Monoisotopic Mass672.23865
SMILES[H][C@@]1([C@H](O)/C(C)=C/C(=O)OCCCCCCCC(=O)NC2=C3SS(=O)(=O)C=C3NC2=O)OC[C@H](C/C=C/[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O
InChIInChI=1S/C30H44N2O11S2/c1-17(19(3)33)10-9-11-20-15-43-28(27(38)26(20)37)25(36)18(2)14-23(35)42-13-8-6-4-5-7-12-22(34)32-24-29-21(31-30(24)39)16-45(40,41)44-29/h9-10,14,16-17,19-20,25-28,33,36-38H,4-8,11-13,15H2,1-3H3,(H,31,39)(H,32,34)/b10-9+,18-14+/t17-,19+,20+,25-,26-,27-,28+/m1/s1
InChIKeyDVQBKROGZULVGL-XVYZEKPJSA-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 B (CHEBI:66221) has role antibacterial agent (CHEBI:33282)
thiomarinol B (CHEBI:66221) has role antimicrobial agent (CHEBI:33281)
thiomarinol B (CHEBI:66221) has role bacterial metabolite (CHEBI:76969)
thiomarinol B (CHEBI:66221) is a enoate ester (CHEBI:51702)
thiomarinol B (CHEBI:66221) is a lactam (CHEBI:24995)
thiomarinol B (CHEBI:66221) is a sulfone (CHEBI:35850)
IUPAC Name 
(5S)-1,5-anhydro-2-deoxy-5-[(1R,2E)-4-({8-[(2,2-dioxido-5-oxo-4,5-dihydro[1,2]dithiolo[4,3-b]pyrrol-6-yl)amino]-8-oxooctyl}oxy)-1-hydroxy-2-methyl-4-oxobut-2-en-1-yl]-2-[(2E,4R,5S)-5-hydroxy-4-methylhex-2-en-1-yl]-L-arabinitol
Synonym  Source
8-[(2,2-dioxido-5-oxo-4,5-dihydro[1,2]dithiolo[4,3-b]pyrrol-6-yl)amino]-8-oxooctyl (2E,4R)-4-{(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2E,4R,5S)-5-hydroxy-4-methylhex-2-en-1-yl]tetrahydro-2H-pyran-2-yl}-4-hydroxy-3-methylbut-2-enoateIUPAC
Registry NumbersSources
Reaxys:7408620Reaxys
Citations