CHEBI:9243 - sporidesmin A

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ChEBI Name sporidesmin A
ChEBI ID CHEBI:9243
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C18H20ClN3O6S2
Net Charge 0
Average Mass 473.940
Monoisotopic Mass 473.04821
InChI InChI=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
InChIKey QTONANGUNATZOU-ICTVWZTPSA-N
SMILES [H][C@]12N(C)C3=C(C=C(Cl)C(OC)=C3OC)[C@@]1(O)[C@@H](O)[C@@]13SS[C@@](C)(N(C)C1=O)C(=O)N23
Metabolite of Species Details
Pithomyces chartarum (NCBI:txid1547544) See: PubMed
Delitschia sp. (NCBI:txid2012369) of strain G858 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): mycotoxin
Poisonous substance produced by fungi.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(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-dione ChEBI
hydroxysporidesmin B ChemIDplus
sporidesmin KEGG COMPOUND
Manual Xrefs Databases
89980 ChemSpider
C00002363 KNApSAcK
C10618 KEGG COMPOUND
HMDB0258439 HMDB
View more database links
Registry Number Type Source
1456-55-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
15 October 2021