SCS-C001530
Versispiroketal A
Pathway: Polyketides
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 versicolor SCSIO 41013
(coral-associated fungus)
Original source name: Aspergillus versicolor SCSIO 41013; Callyspongia sp. (sponge)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
Xuwen
DOI:
10.1039/c9ob00110g
· Organic & Biomolecular Chemistry
Callyspongia sp.
(NA)
Original source name: Aspergillus versicolor SCSIO 41013; Callyspongia sp. (sponge)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Haplosclerida
Family
Callyspongiidae
Genus
Callyspongia
Species
NA
Xuwen
DOI:
10.1039/c9ob00110g
· Organic & Biomolecular Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
318.3 Da
Threshold ≤ 500
ALogP
1.20
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H18O6
Molecular Weight:
318.3200 Da
SMILES:
CC1=CC(=O)[C@]2(O)C[C@](C)(O)[C@H]1[C@]21Oc2cc(C)cc(O)c2O1
InChIKey:
WCQUEOCSRZTIPC-MWDXBVQZSA-N
InChI:
InChI=1S/C17H18O6/c1-8-4-10(18)13-11(5-8)22-17(23-13)14-9(2)6-12(19)16(17,21)7-15(14,3)20/h4-6,14,18,20-21H,7H2,1-3H3/t14-,15-,16+,17+/m0/s1
Calculated Properties
ALogP:
1.199 lipophilicity
TPSA:
96.22 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
0
Ring Count:
4
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.4706 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001530
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 | inhibition_zone | Staphylococcus aureus ATCC 29213, Escherichia coli ATCC 25922, Klebsiella pneumonia ATCC 13883 | 5.0–10.0 mm | 10.1039/c9ob00110g Organic & Biomolecular Chemistry |
| Antitumor | — | SF-268 (glioma cell), MCF-7 (breast cancer cell), HepG-2 (liver cancer cell), A549 (lung cancer cell) | 82.0 μM | 10.1039/c9ob00110g Organic & Biomolecular Chemistry |