Pestalachloride C

ID: ALA470095

PubChem CID: 44562123

Max Phase: Preclinical

Molecular Formula: C21H20Cl2O5

Molecular Weight: 423.29

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Synonyms: Pestalachloride C | Pestalachloride C|CHEMBL470095|CHEBI:202522|(6aS,11bR)-2,4-dichloro-8,10-dihydroxy-1-methoxy-3,6,6-trimethyl-7,11b-dihydro-6aH-indeno[2,1-c]chromene-11-carbaldehyde

Canonical SMILES:  COc1c(Cl)c(C)c(Cl)c2c1[C@H]1c3c(C=O)c(O)cc(O)c3C[C@@H]1C(C)(C)O2

Standard InChI:  InChI=1S/C21H20Cl2O5/c1-8-17(22)19(27-4)16-15-11(21(2,3)28-20(16)18(8)23)5-9-12(25)6-13(26)10(7-24)14(9)15/h6-7,11,15,25-26H,5H2,1-4H3/t11-,15+/m0/s1

Standard InChI Key:  ANCGXXHYXGKUAF-XHDPSFHLSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   14.8473   -0.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4852   -0.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9603    0.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1438    0.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1855   -0.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3692   -1.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5609   -1.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9766   -2.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2459   -1.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3256   -3.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0195   -3.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5950   -3.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5600   -2.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8336   -1.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1416   -2.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1806   -3.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9075   -3.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7974   -1.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0631   -0.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4066   -2.0139    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.4843   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9463   -4.4190    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.3030   -0.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6226    0.9886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0294   -0.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5098    0.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5242   -1.4717    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6898   -2.6799    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0125   -3.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8445   -3.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  9  1  0
 14 15  2  0
  8  7  1  0
 15 16  1  0
  7  5  1  0
 16 17  2  0
 17 12  1  0
  8  9  1  0
 14 18  1  0
 18 19  1  0
  3  4  2  0
 15 20  1  0
  4  1  1  0
 16 21  1  0
  5  6  1  0
 17 22  1  0
  8 11  1  0
  2 23  1  0
  9 13  1  0
  4 24  1  0
 12 10  1  0
  1 25  1  0
 10 11  1  0
 25 26  2  0
  5  2  2  0
  9 27  1  6
  1  6  2  0
  8 28  1  1
 12 13  2  0
 11 29  1  0
  2  3  1  0
 11 30  1  0
M  END

Alternative Forms

  1. Parent:

Associated Targets(non-human)

Fusarium culmorum (260 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fusarium graminearum (1554 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Verticillium albo-atrum (12 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: 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

Biocomponents

Calculated Properties

Molecular Weight: 423.29Molecular Weight (Monoisotopic): 422.0688AlogP: 5.01#Rotatable Bonds: 2
Polar Surface Area: 75.99Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: 1HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 7.61CX Basic pKa: CX LogP: 5.71CX LogD: 5.50
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.66Np Likeness Score: 1.47

References

1. Li E, Jiang L, Guo L, Zhang H, Che Y..  (2008)  Pestalachlorides A-C, antifungal metabolites from the plant endophytic fungus Pestalotiopsis adusta.,  16  (17): [PMID:18694644] [10.1016/j.bmc.2008.07.075]

Source