SCS-C000508
cochliomycin B
Pathway: Polyketides
Superclass: Macrolides
Class: Zearalenones
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Cochliobolus lunatus
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Curvularia
Species
Cochliobolus lunatus
South China Sea
DOI:
10.1016/s0014-2999(00)00834-7
· Eur. J. Pharmacol
Drug-likeness (Lipinski Ro5)
Molecular Weight
404.5 Da
Threshold ≤ 500
ALogP
3.19
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H28O7
Molecular Weight:
404.5000 Da
SMILES:
COc1cc(O)c2c(c1)/C=C/C[C@@H]1OC(C)(C)O[C@@H]1[C@@H](O)/C=C/C[C@H](C)OC2=O
InChIKey:
ZJDKHUDTMNOVOT-PZUGFNCNSA-N
InChI:
InChI=1S/C22H28O7/c1-13-7-5-9-16(23)20-18(28-22(2,3)29-20)10-6-8-14-11-15(26-4)12-17(24)19(14)21(25)27-13/h5-6,8-9,11-13,16,18,20,23-24H,7,10H2,1-4H3/b8-6+,9-5+/t13-,16-,18-,20+/m0/s1
Calculated Properties
ALogP:
3.190 lipophilicity
TPSA:
94.45 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
1
Ring Count:
3
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000508
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Zearalenones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antifouling | EC50 | Balanus amphitrite larval settlement | 1.2 μg/mL | 10.1016/s0014-2999(00)00834-7 Eur. J. Pharmacol |