SCS-C006639
demethylincisterol A3
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
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
Pithomyces sacchari
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Didymosphaeriaceae
Genus
Pseudopithomyces
Species
Pseudopithomyces sacchari
South China Sea
DOI:
10.3390/md22040161
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
332.5 Da
Threshold ≤ 500
ALogP
4.47
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H32O3
Molecular Weight:
332.4840 Da
SMILES:
CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=CC(=O)O[C@@]3(O)CC[C@]12C
InChIKey:
UINDYEKBRZRPSX-QPLMFNHESA-N
InChI:
InChI=1S/C21H32O3/c1-13(2)14(3)6-7-15(4)16-8-9-17-18-12-19(22)24-21(18,23)11-10-20(16,17)5/h6-7,12-17,23H,8-11H2,1-5H3/b7-6+/t14-,15+,16+,17-,20+,21-/m0/s1
Calculated Properties
ALogP:
4.469 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
3
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.7619 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006639
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Bacillus cereus | 6.25 μg/mL | 10.3390/md22040161 Marine Drugs |
| Antivirulence / Quorum sensing | inhibition rate | Bacillus cereus biofilm | 50.2 % | 10.3390/md22040161 Marine Drugs |
| Antibacterial | inhibition rate | Bacillus cereus swimming ability | 53.9 % | 10.3390/md22040161 Marine Drugs |
| Antibacterial | inhibition rate | Bacillus cereus protease | 22.1 % | 10.3390/md22040161 Marine Drugs |
| Antibacterial | inhibition rate | Bacillus cereus hemolysin | 15.3 % | 10.3390/md22040161 Marine Drugs |
| Antibacterial | survival rate | Bacillus cereus infection | 88.0 % | 10.3390/md22040161 Marine Drugs |