SCS-C007141
20-methoxycytochalasin B γ-lactone
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Cytochalasan alkaloids
Glycoside
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
509.6 Da
Threshold ≤ 500
ALogP
3.47
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C30H39NO6
Molecular Weight:
509.6430 Da
SMILES:
C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@@]2(O)[C@@H](/C=C/C[C@H](C)CCC[C@@]2(OC)C=CC(=O)O2)[C@@H]1O
InChIKey:
FOXSHNJTAARHAS-WZOMMFBOSA-N
InChI:
InChI=1S/C30H39NO6/c1-19(11-9-16-29(36-4)17-15-25(32)37-29)10-8-14-23-27(33)21(3)20(2)26-24(31-28(34)30(23,26)35)18-22-12-6-5-7-13-22/h5-8,12-15,17,19-20,23-24,26-27,33,35H,3,9-11,16,18H2,1-2,4H3,(H,31,34)/b14-8+/t19-,20+,23-,24-,26-,27+,29-,30+/m0/s1
Calculated Properties
ALogP:
3.466 lipophilicity
TPSA:
105.09 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
10
Ring Count:
4
(1 aromatic)
Chiral Centers:
8
Fsp³:
0.5333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007141
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Cytochalasan alkaloids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.