SCS-C007542
(22R,23S)-3β-hydroxy-23-methyl-17,20-epoxyergost-5-en-22-yl acetate
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids | 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
Lobophytum sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Lobophytum
Species
NA
South China Sea
· -20 m
DOI:
10.1002/cbdv.202000214
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
486.7 Da
Threshold ≤ 500
ALogP
6.70
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H50O4
Molecular Weight:
486.7370 Da
SMILES:
CC(=O)OC(C(C)C(C)C(C)C)C1(C)OC12CCC1C3CC=C4CC(O)CCC4(C)C3CCC12C
InChIKey:
PCYKWPSITMMEFU-UHFFFAOYSA-N
InChI:
InChI=1S/C31H50O4/c1-18(2)19(3)20(4)27(34-21(5)32)30(8)31(35-30)16-13-26-24-10-9-22-17-23(33)11-14-28(22,6)25(24)12-15-29(26,31)7/h9,18-20,23-27,33H,10-17H2,1-8H3
Calculated Properties
ALogP:
6.698 lipophilicity
TPSA:
59.06 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
5
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.9032 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007542
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibitory activity | NF-κB signaling pathway | Compound 3, an intriguing hydroperoxyl sterol, showed considerable NF-κB inhibitory activity, while other molecules were inactive. | 10.1002/cbdv.202000214 Chemistry & Biodiversity |