CHEBI:83275 - hypothemycin

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ChEBI Name hypothemycin
ChEBI ID CHEBI:83275
Definition A macrolide that is isolated from the cultured broth of Hypomyces subiculosus and shows antifungal activity and inhibits the growth of some human cancer cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H22O8
Net Charge 0
Average Mass 378.37320
Monoisotopic Mass 378.13147
InChI InChI=1S/C19H22O8/c1-9-4-3-5-12(20)17(23)14(22)8-15-18(27-15)11-6-10(25-2)7-13(21)16(11)19(24)26-9/h3,5-7,9,14-15,17-18,21-23H,4,8H2,1-2H3/b5-3-/t9-,14-,15+,17+,18+/m0/s1
InChIKey SSNQAUBBJYCSMY-KNTMUCJRSA-N
SMILES COc1cc(O)c2c(c1)[C@H]1O[C@@H]1C[C@H](O)[C@H](O)C(=O)\C=C/C[C@H](C)OC2=O
Metabolite of Species Details
Hypomyces subiculosus (NCBI:txid193393) See: PubMed
Roles Classification
Biological Role(s): EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of mitogen-activated protein kinase (EC 2.7.11.24).
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hypothemycin (CHEBI:83275) has role antifungal agent (CHEBI:35718)
hypothemycin (CHEBI:83275) has role antineoplastic agent (CHEBI:35610)
hypothemycin (CHEBI:83275) has role EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor (CHEBI:79091)
hypothemycin (CHEBI:83275) has role fungal metabolite (CHEBI:76946)
hypothemycin (CHEBI:83275) is a aromatic ether (CHEBI:35618)
hypothemycin (CHEBI:83275) is a diol (CHEBI:23824)
hypothemycin (CHEBI:83275) is a enone (CHEBI:51689)
hypothemycin (CHEBI:83275) is a epoxide (CHEBI:32955)
hypothemycin (CHEBI:83275) is a macrolide (CHEBI:25106)
hypothemycin (CHEBI:83275) is a phenols (CHEBI:33853)
hypothemycin (CHEBI:83275) is a polyketide (CHEBI:26188)
hypothemycin (CHEBI:83275) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name
(1aR,8S,10Z,13S,14S,15aR)-5,13,14-trihydroxy-3-methoxy-8-methyl-8,9,13,14,15,15a-hexahydro-6H-oxireno[k][2]benzoxacyclotetradecine-6,12(1aH)-dione
Registry Number Type Source
6160688 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10421424 PubMed citation Europe PMC
10595743 PubMed citation Europe PMC
10598882 PubMed citation Europe PMC
17691074 PubMed citation Europe PMC
18567690 PubMed citation Europe PMC
19821460 PubMed citation Europe PMC
20118535 PubMed citation Europe PMC
20222707 PubMed citation Europe PMC
22674780 PubMed citation Europe PMC
23853713 PubMed citation Europe PMC
24106914 PubMed citation Europe PMC
PMC3721247 PubMed Central citation Europe PMC
Last Modified
06 February 2018