SCS-C007031
7α-acetoxyl-ergosta-5,24(28)-3β-ol
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane 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 depressa
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia depressa
South China Sea
· -20 m
DOI:
10.1016/j.steroids.2020.108598
· Steroids
Drug-likeness (Lipinski Ro5)
Molecular Weight
444.7 Da
Threshold ≤ 500
ALogP
6.17
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H48O3
Molecular Weight:
444.7000 Da
SMILES:
C=C(C(=O)C[C@@H](C)[C@H]1CC[C@]2(O)[C@@H]3CCC4[C@H](C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C
InChIKey:
IMUOIZMPQYDUCI-BJVGSMJGSA-N
InChI:
InChI=1S/C29H48O3/c1-17(2)19(4)26(31)16-18(3)21-11-15-29(32)24-9-8-22-20(5)25(30)12-13-27(22,6)23(24)10-14-28(21,29)7/h17-18,20-25,30,32H,4,8-16H2,1-3,5-7H3/t18-,20+,21-,22?,23+,24-,25+,27+,28-,29+/m1/s1
Calculated Properties
ALogP:
6.175 lipophilicity
TPSA:
57.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
5
Ring Count:
4
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.8966 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007031
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane 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 |
|---|---|---|---|---|
| Anti-inflammatory | — | TNF-α | the compounds 1, 2 and 4 exhibited significant activity, while the other compounds were inactive against TNF-α. | 10.1016/j.steroids.2020.108598 Steroids |