SCS-C006151
asperchalasine I
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Cytochalasan 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
Mycosphaerella sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Mycosphaerellales
Family
Mycosphaerellaceae
Genus
Mycosphaerella
Species
Mycosphaerella sp.
South China Sea
DOI:
10.3390/md17080483
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
563.7 Da
Threshold ≤ 500
ALogP
5.10
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H41NO7
Molecular Weight:
563.6910 Da
SMILES:
CC1=C[C@@H]2/C=C(\C)CCCC(=O)[C@H]3[C@H](C(=O)[C@]24C(=O)N[C@@H](CC(C)C)[C@@H]4[C@@H]1C)[C@@H]1O[C@H]3c2c(C)c(O)c(O)c(O)c21
InChIKey:
DYLSBOBNFXAKMB-SHUFWANWSA-N
InChI:
InChI=1S/C33H41NO7/c1-13(2)10-19-25-16(5)15(4)12-18-11-14(3)8-7-9-20(35)22-24(31(39)33(18,25)32(40)34-19)30-23-21(29(22)41-30)17(6)26(36)28(38)27(23)37/h11-13,16,18-19,22,24-25,29-30,36-38H,7-10H2,1-6H3,(H,34,40)/b14-11+/t16-,18+,19+,22+,24+,25+,29+,30-,33+/m1/s1
Calculated Properties
ALogP:
5.098 lipophilicity
TPSA:
133.16 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
6
(1 aromatic)
Chiral Centers:
9
Fsp³:
0.6061 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006151
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Cytochalasan 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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | α-glucosidase | 17.1 μM | 10.3390/md17080483 Marine Drugs |
| Antioxidant | EC50 | DPPH radical | 77.8 μM | 10.3390/md17080483 Marine Drugs |