SCS-C000717
Erectsterate B
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Sinularia erecta
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia erecta
Ximao Island
DOI:
10.1016/j.steroids.2020.108681
· Steroids
Drug-likeness (Lipinski Ro5)
Molecular Weight
474.6 Da
Threshold ≤ 500
ALogP
4.94
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H42O6
Molecular Weight:
474.6380 Da
SMILES:
C=C(CC[C@@H](C)[C@H]1CC[C@H]2/C(=C/C(=O)O[C@]3(C)CC[C@H](O)CC3=O)C(=O)OCC[C@]12C)C(C)C
InChIKey:
AIHNPIBJFYYMBC-JQZSECEASA-N
InChI:
InChI=1S/C28H42O6/c1-17(2)18(3)7-8-19(4)22-9-10-23-21(26(32)33-14-13-27(22,23)5)16-25(31)34-28(6)12-11-20(29)15-24(28)30/h16-17,19-20,22-23,29H,3,7-15H2,1-2,4-6H3/b21-16-/t19-,20+,22-,23+,27-,28-/m1/s1
Calculated Properties
ALogP:
4.936 lipophilicity
TPSA:
89.90 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
7
Ring Count:
3
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000717
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane 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 |
|---|---|---|---|---|
| Antitumor | — | A549(lung adenocarcinoma) | 40.55 ± 7.51 μM | 10.1016/j.steroids.2020.108681 Steroids |
| Antitumor | — | HT-29(colonic carcinoma) | 14.81 ± 14.81 μM | 10.1016/j.steroids.2020.108681 Steroids |
| Antitumor | — | SNU-398(hepatocellular carcinoma) | 5.26 ± 5.26 μM | 10.1016/j.steroids.2020.108681 Steroids |
| Antitumor | — | Capan-1(pancreatic carcinoma) | 10.46 ± 10.46 μM | 10.1016/j.steroids.2020.108681 Steroids |