SCS-C006916

streptospirodienoic acid E

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides

Chemical Structure

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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

468.6 Da

Threshold ≤ 500

ALogP

3.78

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H44O7

Molecular Weight:

468.6310 Da

SMILES:

CO[C@@H](/C=C/C=C(\C)C[C@H](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:

                        MCUNAGKRNCSUFC-GLGIYJAASA-N
                        
                    

InChI:

InChI=1S/C26H44O7/c1-14(2)23-17(5)20(27)13-26(32-23)19(7)22(28)18(6)24(33-26)21(31-8)11-9-10-15(3)12-16(4)25(29)30/h9-11,14,16-24,27-28H,12-13H2,1-8H3,(H,29,30)/b11-9+,15-10+/t16-,17-,18-,19-,20+,21-,22+,23+,24+,26+/m0/s1

Calculated Properties

ALogP:

3.785 lipophilicity

TPSA:

105.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.8077 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006916

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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

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