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CHEBI:83275 - hypothemycin

Default Structure
ChEBI IDCHEBI:83275
ChEBI Namehypothemycin
Stars
DefinitionA macrolide that is isolated from the cultured broth of Hypomyces subiculosus and shows antifungal activity and inhibits the growth of some human cancer cells.
Last Modified6 February 2018
SubmitterSteve
DownloadsMolfile
FormulaC19H22O8
Net Charge0
Average Mass378.377
Monoisotopic Mass378.13147
SMILESCOc1cc(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
InChIInChI=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
InChIKeySSNQAUBBJYCSMY-KNTMUCJRSA-N
Species of MetaboliteComponentSourceComments
Hypomyces subiculosus (ncbitaxon:193393) - PubMed (20118535)
Roles Classification
Biological Roles:
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).
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 NumbersSources
Reaxys:6160688Reaxys
Citations