SCS-C007137
20,20-dimethoxycytochalasin I
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Cytochalasan alkaloids
Chemical Structure
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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:
10.1016/j.bioorg.2025.109304
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
523.7 Da
Threshold ≤ 500
ALogP
4.12
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H41NO6
Molecular Weight:
523.6700 Da
SMILES:
C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@]23OC(=O)/C=C/C(OC)(OC)CCC[C@@H](C)C/C=C/[C@H]3[C@@H]1O
InChIKey:
DOPNODIYSJBEIT-XPWPYBABSA-N
InChI:
InChI=1S/C31H41NO6/c1-20-11-9-15-24-28(34)22(3)21(2)27-25(19-23-13-7-6-8-14-23)32-29(35)31(24,27)38-26(33)16-18-30(36-4,37-5)17-10-12-20/h6-9,13-16,18,20-21,24-25,27-28,34H,3,10-12,17,19H2,1-2,4-5H3,(H,32,35)/b15-9+,18-16+/t20-,21+,24-,25-,27-,28+,31+/m0/s1
Calculated Properties
ALogP:
4.120 lipophilicity
TPSA:
94.09 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
4
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.5484 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007137
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 |
|---|---|---|---|---|
| Antifungal | MIC | Fusarium oxysporum | 2.0 μg/mL | 10.1016/j.bioorg.2025.109304 Bioorganic Chemistry |