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
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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 Types Sources
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Last Modified
15 October 2021