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CHEBI:9243 - sporidesmin A

ChEBI IDCHEBI:9243
ChEBI Namesporidesmin A
Stars
DefinitionAn organic heteropentacyclic compound that has formula C18H20ClN3O6S2, produced by the saprophyte fungus Pithomyces chartarum. It is a mycotoxin responsible for the hepatogenous photosensitisation disease facial eczema in ruminants.
Last Modified15 October 2021
DownloadsMolfile
FormulaC18H20ClN3O6S2
Net Charge0
Average Mass473.960
Monoisotopic Mass473.04821
SMILES[H][C@]12N(C)c3c(cc(Cl)c(OC)c3OC)[C@@]1(O)[C@@H](O)[C@]13SS[C@](C)(C(=O)N21)N(C)C3=O
InChIInChI=1S/C18H20ClN3O6S2/c1-16-14(24)22-13-17(26,12(23)18(22,30-29-16)15(25)21(16)3)7-6-8(19)10(27-4)11(28-5)9(7)20(13)2/h6,12-13,23,26H,1-5H3/t12-,13-,16-,17-,18-/m1/s1
InChIKeyQTONANGUNATZOU-ICTVWZTPSA-N
Species of MetaboliteComponentSourceComments
Pithomyces chartarum (ncbitaxon:1547544) - PubMed (16031836)
Delitschia sp. (ncbitaxon:2012369) - PubMed (30016827) Strain: G858
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
Wnt signalling activator  A substance that activates any of the Wnt signalling pathway, a group of signal transduction pathways made of proteins that pass signals from outside of a cell through cell surface receptors to the inside of the cell.
mycotoxin  Poisonous substance produced by fungi.
ChEBI Ontology
Outgoing Relation(s)
sporidesmin A (CHEBI:9243) has role mycotoxin (CHEBI:25442)
sporidesmin A (CHEBI:9243) has role Wnt signalling activator (CHEBI:131492)
sporidesmin A (CHEBI:9243) is a aromatic ether (CHEBI:35618)
sporidesmin A (CHEBI:9243) is a cyclic ketone (CHEBI:3992)
sporidesmin A (CHEBI:9243) is a diketone (CHEBI:46640)
sporidesmin A (CHEBI:9243) is a organic disulfide (CHEBI:35489)
sporidesmin A (CHEBI:9243) is a organic heteropentacyclic compound (CHEBI:38164)
sporidesmin A (CHEBI:9243) is a organochlorine compound (CHEBI:36683)
sporidesmin A (CHEBI:9243) is a secondary alcohol (CHEBI:35681)
sporidesmin A (CHEBI:9243) is a tertiary alcohol (CHEBI:26878)
sporidesmin A (CHEBI:9243) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
(3R,5aR,10bS,11R,11aR)-9-chloro-10b,11-dihydroxy-7,8-dimethoxy-2,3,6-trimethyl-2,3,5a,6,10b,11-hexahydro-3,11a-epidithiopyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dione
Synonyms  Source
sporidesminKEGG COMPOUND
hydroxysporidesmin BChemIDplus
(3R,5aR,10bS,11R,11aR)-9-Chloro-2,3,5a,6,10b,11-hexahydro-10b,11-dihydroxy-7,8-dimethoxy-2,3,6-trimethyl-3,11a-epidithio-11aH-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dioneChEBI
Manual XrefsDatabases
C10618KEGG COMPOUND
C00002363KNApSAcK
HMDB0258439HMDB
89980ChemSpider
Registry NumbersSources
CAS:1456-55-9ChemIDplus
Citations