CHEBI:66221 - thiomarinol B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name thiomarinol B
ChEBI ID CHEBI:66221
Definition A sulfone produced by a marine bacterium Alteromonas rava and has been shown to exhibit antibacterial activity against Gram-positive and Gram-negative bacteria.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H44N2O11S2
Net Charge 0
Average Mass 672.80700
Monoisotopic Mass 672.23865
InChI InChI=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
InChIKey DVQBKROGZULVGL-XVYZEKPJSA-N
SMILES C[C@H](O)[C@H](C)\C=C\C[C@H]1CO[C@@H]([C@H](O)C(\C)=C\C(=O)OCCCCCCCC(=O)NC2=C3SS(=O)(=O)C=C3NC2=O)[C@H](O)[C@@H]1O
Metabolite of Species Details
Alteromonas rava (NCBI:txid226) of strain SANK 73390 See: PubMed
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-enoate IUPAC
Registry Number Type Source
7408620 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
7592043 PubMed citation Europe PMC
Last Modified
13 January 2014