SCS-C006915
streptospirodienoic acid D
Pathway: Polyketides
Superclass: Linear polyketides
Class: Open-chain 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
Streptomyces cavourensis SCSIO 66814
(NA)
Original source name: Streptomyces sp. SCSIO 66814
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces cavourensis
South China Sea
DOI:
10.1016/j.phytochem.2024.114101
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
386.5 Da
Threshold ≤ 500
ALogP
1.81
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:
C20H34O7
Molecular Weight:
386.4850 Da
SMILES:
CO[C@@H](/C=C/C(=O)O)[C@@H]1O[C@]2(C[C@@H](O)[C@H](C)[C@@H](C(C)C)O2)[C@@H](C)[C@H](O)[C@@H]1C
InChIKey:
AWTVWASHBCEIEA-BIJHFERBSA-N
InChI:
InChI=1S/C20H34O7/c1-10(2)18-11(3)14(21)9-20(26-18)13(5)17(24)12(4)19(27-20)15(25-6)7-8-16(22)23/h7-8,10-15,17-19,21,24H,9H2,1-6H3,(H,22,23)/b8-7+/t11-,12-,13-,14+,15-,17+,18+,19+,20+/m0/s1
Calculated Properties
ALogP:
1.812 lipophilicity
TPSA:
105.45 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
2
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.8500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006915
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
Open-chain polyketides
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 | Staphylococcus aureus | compounds 1–6 were tested for antibacterial activity against Bacillus subtilis, Staphylococcus aureus, Enterococcus faecalis and Escherichia coli, but none of them displayed obvious antibacterial activity. | 10.1016/j.phytochem.2024.114101 Phytochemistry |