SCS-C000451
verruculosin A
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Duclauxin and derivatives
Glycoside
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
Talaromyces verruculosus
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Trichocomaceae
Genus
Talaromyces
Species
Talaromyces verruculosus
South China Sea
DOI:
10.3390/md17090516
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
604.6 Da
Threshold ≤ 500
ALogP
2.43
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H28O12
Molecular Weight:
604.6000 Da
SMILES:
CO[C@@]12c3c(C)cc(O)c4c3C3=C(O[C@](C)(O)C[C@H]3OC4=O)[C@@H]1[C@]13COC(=O)c4c(O)cc(C)c(c41)C(=O)[C@H]2[C@@H]3OC(C)=O
InChIKey:
DEARCXHXCAICCK-HGRCUTOXSA-N
InChI:
InChI=1S/C32H28O12/c1-10-6-14(35)18-22-16(10)24(36)23-27(42-12(3)33)31(22,9-41-28(18)37)26-25-19-15(8-30(4,39)44-25)43-29(38)17-13(34)7-11(2)21(20(17)19)32(23,26)40-5/h6-7,15,23,26-27,34-35,39H,8-9H2,1-5H3/t15-,23+,26-,27+,30+,31+,32-/m1/s1
Calculated Properties
ALogP:
2.431 lipophilicity
TPSA:
175.12 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
12
Rotatable Bonds:
2
Ring Count:
8
(2 aromatic)
Chiral Centers:
7
Fsp³:
0.4375 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000451
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Duclauxin and derivatives
Glycoside:
Yes
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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | CDC25B | 0.38 μM | 10.3390/md17090516 Marine Drugs |