SCS-C000387
austalide V
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Tetraketide meroterpenoids
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
Penicillium glabrum glmu003
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium glabrum
South China Sea
DOI:
10.1002/cbdv.202100663
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
398.5 Da
Threshold ≤ 500
ALogP
4.49
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H30O5
Molecular Weight:
398.5000 Da
SMILES:
Cc1c2c(c(O)c3c1O[C@@]1(C)CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]1C3)C(=O)OC2
InChIKey:
IRHNVLPQCCHRLJ-UYADZXDASA-N
InChI:
InChI=1S/C24H30O5/c1-12-14-11-28-21(27)18(14)19(26)13-10-16-23(4)8-7-17(25)22(2,3)15(23)6-9-24(16,5)29-20(12)13/h15-16,26H,6-11H2,1-5H3/t15-,16+,23-,24-/m0/s1
Calculated Properties
ALogP:
4.486 lipophilicity
TPSA:
72.83 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
5
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000387
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | pancreatic lipase | 23.9 μg/mL | 10.1002/cbdv.202100663 Chemistry & Biodiversity |