SCS-C007561
6β,7β-Epoxydeoxaphomin C
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
Curvularia verruculosa CS-129
(deep-sea endozoic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Curvularia
Species
Curvularia verruculosa
South China Sea
DOI:
10.1002/cbdv.202200550
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
463.6 Da
Threshold ≤ 500
ALogP
4.01
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C29H37NO4
Molecular Weight:
463.6180 Da
SMILES:
C[C@H]1C/C=C/[C@H]2[C@@H]3O[C@]3(C)[C@@H](C)[C@H]3[C@H](Cc4ccccc4)NC(=O)[C@]32C(=O)/C=C/[C@H](O)CCC1
InChIKey:
JPSYOOVVNDEOFR-QJMMVEIUSA-N
InChI:
InChI=1S/C29H37NO4/c1-18-9-7-13-21(31)15-16-24(32)29-22(14-8-10-18)26-28(3,34-26)19(2)25(29)23(30-27(29)33)17-20-11-5-4-6-12-20/h4-6,8,11-12,14-16,18-19,21-23,25-26,31H,7,9-10,13,17H2,1-3H3,(H,30,33)/b14-8+,16-15+/t18-,19+,21-,22+,23+,25+,26+,28-,29-/m1/s1
Calculated Properties
ALogP:
4.006 lipophilicity
TPSA:
78.93 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
5
(1 aromatic)
Chiral Centers:
9
Fsp³:
0.5862 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007561
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Edwardsiella megi | 32.0 μg/mL | 10.1002/cbdv.202200550 Chemistry & Biodiversity |
| Antibacterial | MIC | Edwardsiella tarda | 32.0 μg/mL | 10.1002/cbdv.202200550 Chemistry & Biodiversity |