SCS-C001232
steckfusarin A
Pathway: Alkaloids
Superclass: Tetramate alkaloids
Class: Simple tetramate alkaloids
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 steckii SCSIO 41040
(Penicillium)
Original source name: Penicillium steckii SCSIO41040
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium steckii
South China Sea
DOI:
10.3390/md21100532
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
389.4 Da
Threshold ≤ 500
ALogP
2.18
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H27NO6
Molecular Weight:
389.4000 Da
SMILES:
CC/C=C(/C=C(C)/C=C/CC/C=C(\C)C(=O)[C@]12O[C@H]1[C@@](C)(O)NC2=O)C(=O)O
InChIKey:
ZXPFFPDMRDVLGJ-DPRRXDGYSA-N
InChI:
InChI=1S/C21H27NO6/c1-5-9-15(17(24)25)12-13(2)10-7-6-8-11-14(3)16(23)21-18(28-21)20(4,27)22-19(21)26/h7,9-12,18,27H,5-6,8H2,1-4H3,(H,22,26)(H,24,25)/b10-7+,13-12+,14-11+,15-9-/t18-,20+,21-/m0/s1
Calculated Properties
ALogP:
2.181 lipophilicity
TPSA:
116.23 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
9
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.4762 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001232
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tetramate alkaloids
NPClassifier Class:
Simple tetramate alkaloids
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 |
|---|---|---|---|---|
| Antioxidant | IC50 | DPPH | 74.5 μg/mL | 10.3390/md21100532 Marine Drugs |
| Anti-inflammatory | IC50 | LPS-induced NO in RAW 264.7 cells | 20.0 μM | 10.3390/md21100532 Marine Drugs |