cladosporin   Click here for help

GtoPdb Ligand ID: 10247

Synonyms: asperentin
PDB Ligand Antimalarial Ligand
Compound class: Natural product
Comment: Cladosporin is a tricyclic octaketide that is a secondary metabolite produced by several fungal genera including Cladosporium and Aspergillus. Cladosporin exhibits broad-spectrum bioactivity, including antimalarial, antifungal, antibacterial, plant growth inhibitory properties and mammalian anti-inflammatory effects.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 75.99
Molecular weight 292.13
XLogP 2.56
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CC1CCCC(O1)CC1OC(=O)c2c(C1)cc(cc2O)O
Isomeric SMILES C[C@H]1CCC[C@@H](O1)C[C@@H]1OC(=O)c2c(C1)cc(cc2O)O
InChI InChI=1S/C16H20O5/c1-9-3-2-4-12(20-9)8-13-6-10-5-11(17)7-14(18)15(10)16(19)21-13/h5,7,9,12-13,17-18H,2-4,6,8H2,1H3/t9-,12+,13+/m0/s1
InChI Key WOMKDMUZNBFXKG-ZWKOPEQDSA-N
Classification Click here for help
Compound class Natural product
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
(3R)-3-[[(2R,6S)-6-methyloxan-2-yl]methyl]-6,8-bis(oxidanyl)-3,4-dihydroisochromen-1-one
Synonyms Click here for help
asperentin
Database Links Click here for help
CAS Registry No. 35818-31-6 (source: Scifinder)
ChEMBL Ligand CHEMBL448685
GtoPdb PubChem SID 381744929
PubChem CID 13990016
RCSB PDB Ligand KRS
Search Google for chemical match using the InChIKey WOMKDMUZNBFXKG-ZWKOPEQDSA-N
Search Google for chemicals with the same backbone WOMKDMUZNBFXKG
UniChem Compound Search for chemical match using the InChIKey WOMKDMUZNBFXKG-ZWKOPEQDSA-N
UniChem Connectivity Search for chemical match using the InChIKey WOMKDMUZNBFXKG-ZWKOPEQDSA-N