SCS-C006070
10-phenyl-[12]-cytochalasin Z7
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Cytochalasan alkaloids
Chemical Structure
![Structure of 10-phenyl-[12]-cytochalasin Z7](/scsmarinenp/static/images/structures/SCS-C006070.png)
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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
465.6 Da
Threshold ≤ 500
ALogP
2.96
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H35NO5
Molecular Weight:
465.5900 Da
SMILES:
C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@]23OC(=O)/C=C/[C@H](C)[C@H](O)[C@@H](C)C/C=C/[C@H]3[C@@H]1O
InChIKey:
OZDYYVVFUQMENY-TZMRIDSPSA-N
InChI:
InChI=1S/C28H35NO5/c1-16-9-8-12-21-26(32)19(4)18(3)24-22(15-20-10-6-5-7-11-20)29-27(33)28(21,24)34-23(30)14-13-17(2)25(16)31/h5-8,10-14,16-18,21-22,24-26,31-32H,4,9,15H2,1-3H3,(H,29,33)/b12-8+,14-13+/t16-,17-,18+,21-,22-,24-,25+,26+,28+/m0/s1
Calculated Properties
ALogP:
2.958 lipophilicity
TPSA:
95.86 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
4
(1 aromatic)
Chiral Centers:
9
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006070
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 | IC50 | small cell lung cancer cell line H446; small cell lung cancer cell line H1048 | 0.044–1.61 μM | 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 |