SCS-C006652
Ethyl iso-allocholate
Pathway: Terpenoids
Superclass: Steroids
Class: Cholane steroids
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 sp. Y009
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
South China Sea
· 0–10 cm (surface sediment)
DOI:
10.3390/microorganisms12112300
· Microorganisms
Drug-likeness (Lipinski Ro5)
Molecular Weight
436.6 Da
Threshold ≤ 500
ALogP
3.93
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:
C26H44O5
Molecular Weight:
436.6330 Da
SMILES:
CCOC(=O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
InChIKey:
FPDXMWHJGOCDQJ-HZAMXZRMSA-N
InChI:
InChI=1S/C26H44O5/c1-5-31-23(30)9-6-15(2)18-7-8-19-24-20(14-22(29)26(18,19)4)25(3)11-10-17(27)12-16(25)13-21(24)28/h15-22,24,27-29H,5-14H2,1-4H3/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1
Calculated Properties
ALogP:
3.927 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.9615 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006652
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholane steroids
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 |
|---|---|---|---|---|
| Other specified activity | binding energy | cyclin-dependent protein kinase 2 (CDK2) | -6.3 kcal/mol | 10.3390/microorganisms12112300 Microorganisms |
| Antitumor | — | cancer cells | The cytotoxic compound Ethyl iso-allocholate can induce caspase-dependent apoptosis of cancer cells and reduce tumor growth and metastasis in vivo | 10.3390/microorganisms12112300 Microorganisms |