CHEBI:52289 - wortmannin

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ChEBI Name wortmannin
ChEBI ID CHEBI:52289
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sandra Orchard
Secondary ChEBI IDs CHEBI:43674
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Formula C23H24O8
Net Charge 0
Average Mass 428.437
Monoisotopic Mass 428.14712
InChI InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1
InChIKey QDLHCMPXEPAAMD-QAIWCSMKSA-N
SMILES [H][C@@]12CCC(=O)[C@@]1(C)C[C@@H](OC(C)=O)C1=C2C(=O)C2=C3C(=CO2)C(=O)O[C@H](COC)[C@]13C
Roles Classification
Biological Role(s): EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor
An inhibitor of phosphatidylinositol 3-kinase, EC 2.7.1.137, a family of related enzymes capable of phosphorylating the 3 position hydroxy group of the inositol ring of a phosphatidylinositol.
anticoronaviral agent
Any antiviral agent which inhibits the activity of coronaviruses.
autophagy inhibitor
Any compound that inhibits the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in Penicillium.
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
radiosensitizing agent
A drug that makes increases the sensitivity of tumour cells to radiation therapy.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing wortmannin (CHEBI:52289) has role Penicillium metabolite (CHEBI:76964)
wortmannin (CHEBI:52289) has role anticoronaviral agent (CHEBI:149553)
wortmannin (CHEBI:52289) has role antineoplastic agent (CHEBI:35610)
wortmannin (CHEBI:52289) has role autophagy inhibitor (CHEBI:88230)
wortmannin (CHEBI:52289) has role EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor (CHEBI:50914)
wortmannin (CHEBI:52289) has role geroprotector (CHEBI:176497)
wortmannin (CHEBI:52289) has role radiosensitizing agent (CHEBI:132992)
wortmannin (CHEBI:52289) is a δ-lactone (CHEBI:18946)
wortmannin (CHEBI:52289) is a acetate ester (CHEBI:47622)
wortmannin (CHEBI:52289) is a cyclic ketone (CHEBI:3992)
wortmannin (CHEBI:52289) is a organic heteropentacyclic compound (CHEBI:38164)
Incoming PX-866 (CHEBI:65345) has functional parent wortmannin (CHEBI:52289)
IUPAC Name
(1S,6bR,9aS,11R,11bR)-9a,11b-dimethyl-1-[(methyloxy)methyl]-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate
Synonym Source
Wartmannin ChemIDplus
Manual Xrefs Databases
C00023672 KNApSAcK
C15181 KEGG COMPOUND
CPD-11924 MetaCyc
DB08059 DrugBank
HMDB0259902 HMDB
KWT PDBeChem
LSM-3947 LINCS
Wortmannin Wikipedia
View more database links
Registry Numbers Types Sources
19545-26-7 CAS Registry Number ChemIDplus
67676 Beilstein Registry Number Beilstein
67676 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11090628 PubMed citation Europe PMC
18703838 PubMed citation Europe PMC
19805105 PubMed citation Europe PMC
20017609 PubMed citation Europe PMC
22003059 PubMed citation Europe PMC
22056625 PubMed citation Europe PMC
22524784 PubMed citation Europe PMC
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28474885 PubMed citation Europe PMC
30036994 PubMed citation Europe PMC
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Last Modified
28 October 2021