SCS-C000512
zeaenol
Pathway: Polyketides
Superclass: Macrolides
Class: Zearalenones
Chemical Structure
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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
364.4 Da
Threshold ≤ 500
ALogP
1.39
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H24O7
Molecular Weight:
364.4000 Da
SMILES:
COc1cc(O)c2c(c1)/C=C/C[C@H](O)[C@H](O)[C@@H](O)/C=C/C[C@H](C)OC2=O
InChIKey:
BPOLRDGTYHVUAY-YMFWJEOZSA-N
InChI:
InChI=1S/C19H24O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,14-15,18,20-23H,5,8H2,1-2H3/b6-4+,7-3+/t11-,14-,15-,18+/m0/s1
Calculated Properties
ALogP:
1.392 lipophilicity
TPSA:
116.45 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.4211 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000512
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 | 5.0 μg/mL | 10.1016/s0014-2999(00)00834-7 Eur. J. Pharmacol |