SCS-C000369
libertalide M
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Monacolins and Monacolin derivatives
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
Libertasomyces sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
NA
Genus
Libertasomyces
Species
NA
South China Sea
DOI:
10.1021/acs.jnatprod.7b00463
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
282.4 Da
Threshold ≤ 500
ALogP
1.43
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H26O4
Molecular Weight:
282.3700 Da
SMILES:
C[C@H]1CC[C@H]2C(=C[C@@H](O)[C@@](C)(O)[C@]2(C)C(=O)CCO)C1
InChIKey:
NQFCPVXLNVKFBV-OTJKUPJXSA-N
InChI:
InChI=1S/C16H26O4/c1-10-4-5-12-11(8-10)9-14(19)16(3,20)15(12,2)13(18)6-7-17/h9-10,12,14,17,19-20H,4-8H2,1-3H3/t10-,12-,14+,15-,16+/m0/s1
Calculated Properties
ALogP:
1.432 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
3
Ring Count:
2
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.8125 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000369
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Monacolins and Monacolin derivatives
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 |
|---|---|---|---|---|
| Immunomodulatory / Anti-allergic | — | CD4+/CD8+ T cells | 3.0 μM | 10.1021/acs.jnatprod.7b00463 Journal of Natural Products |