(E)-4-hydroxy-3-methyl-6-(3-methyloct-2-enyl)-5-propyl-2H-pyran-2-one

ID: ALA256862

Chembl Id: CHEMBL256862

PubChem CID: 54732498

Max Phase: Preclinical

Molecular Formula: C18H28O3

Molecular Weight: 292.42

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: iromycin MO | CHEMBL256862|iromycin MO|BDBM50411908

Canonical SMILES:  CCCCC/C(C)=C/Cc1oc(=O)c(C)c(O)c1CCC

Standard InChI:  InChI=1S/C18H28O3/c1-5-7-8-10-13(3)11-12-16-15(9-6-2)17(19)14(4)18(20)21-16/h11,19H,5-10,12H2,1-4H3/b13-11+

Standard InChI Key:  MIXQIMNQZANDMA-ACCUITESSA-N

Alternative Forms

  1. Parent:

    ALA256862

    IROMYCIN MO

Associated Targets(non-human)

NDUFV1 Mitochondrial complex I; NADH oxidoreductase (130 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 292.42Molecular Weight (Monoisotopic): 292.2038AlogP: 4.68#Rotatable Bonds: 8
Polar Surface Area: 50.44Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 7.72CX Basic pKa: CX LogP: 5.15CX LogD: 4.98
Aromatic Rings: 1Heavy Atoms: 21QED Weighted: 0.56Np Likeness Score: 1.63

References

1. Surup F, Shojaei H, von Zezschwitz P, Kunze B, Grond S..  (2008)  Iromycins from Streptomyces sp. and from synthesis: new inhibitors of the mitochondrial electron transport chain.,  16  (4): [PMID:18054490] [10.1016/j.bmc.2007.11.023]

Source