SCS-C007674
21-nor-4-ene-chaxine A
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
Spongia officinalis
(Spongia officinalis var. ceylonica)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Spongiidae
Genus
Spongia
Species
Spongia officinalis
South China Sea
· shallow water
DOI:
10.1002/cbdv.202400519
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
302.5 Da
Threshold ≤ 500
ALogP
5.25
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C20H30O2
Molecular Weight:
302.4580 Da
SMILES:
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC(=O)OC3=CC[C@]12C
InChIKey:
AUKVBHBQATUCDB-DFYYWFRZSA-N
InChI:
InChI=1S/C20H30O2/c1-13(2)6-5-7-14(3)16-8-9-17-15-12-19(21)22-18(15)10-11-20(16,17)4/h10,12-14,16-17H,5-9,11H2,1-4H3/t14-,16-,17+,20-/m1/s1
Calculated Properties
ALogP:
5.252 lipophilicity
TPSA:
26.30 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
2
Rotatable Bonds:
5
Ring Count:
3
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007674
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 | NO production level | LPS-induced NO production | 77.21 % | 10.1002/cbdv.202400519 Chemistry & Biodiversity |