SCS-C006067
Cytochalasin Z30
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
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.3390/molecules30224483
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
483.6 Da
Threshold ≤ 500
ALogP
2.62
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H37NO6
Molecular Weight:
483.6050 Da
SMILES:
CC1=C(C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@@]2(O)[C@@H](/C=C/C[C@H](C)[C@H](O)C(C)/C=C/C(=O)O)[C@@H]1O
InChIKey:
GQWAZPJGVLUAGA-JELUGHFASA-N
InChI:
InChI=1S/C28H37NO6/c1-16(25(32)17(2)13-14-23(30)31)9-8-12-21-26(33)19(4)18(3)24-22(29-27(34)28(21,24)35)15-20-10-6-5-7-11-20/h5-8,10-14,16-17,21-22,24-26,32-33,35H,9,15H2,1-4H3,(H,29,34)(H,30,31)/b12-8+,14-13+/t16-,17?,21-,22-,24-,25-,26+,28+/m0/s1
Calculated Properties
ALogP:
2.622 lipophilicity
TPSA:
127.09 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
5
Rotatable Bonds:
9
Ring Count:
3
(1 aromatic)
Chiral Centers:
8
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006067
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 |
|---|---|---|---|---|
| Antitumor | — | small cell lung cancer cell line H446; small cell lung cancer cell line H1048 | All isolated compounds (1–10) were assessed for their cytotoxicity against the small cell lung cancer cell lines H446 and H1048. [...] compounds 5, 7, and 8 showed significant cytotoxicity | 10.3390/molecules30224483 Molecules |
| Antibacterial | — | Alternaria alternate, Curvularia australiensis, Rhizoctonia solani, Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, Exiguobacterium profundum | Compounds 1–10 were also tested for their antimicrobial activities [...] none of those compounds showed observable activity with 50 μg per 6 mm disk. | 10.3390/molecules30224483 Molecules |