SCS-C007786
avarol
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Colensane and Clerodane diterpenoids
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
Dysidea villosa
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Dysideidae
Genus
Dysidea
Species
Dysidea villosa
South China Sea
DOI:
10.1002/cbdv.71167
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
314.5 Da
Threshold ≤ 500
ALogP
5.44
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C21H30O2
Molecular Weight:
314.4690 Da
SMILES:
CC1=CCC[C@H]2[C@](C)(Cc3cc(O)ccc3O)[C@@H](C)CC[C@]12C
InChIKey:
JSPUCPNQXKTYRO-LWILDLIXSA-N
InChI:
InChI=1S/C21H30O2/c1-14-6-5-7-19-20(14,3)11-10-15(2)21(19,4)13-16-12-17(22)8-9-18(16)23/h6,8-9,12,15,19,22-23H,5,7,10-11,13H2,1-4H3/t15-,19+,20+,21+/m0/s1
Calculated Properties
ALogP:
5.439 lipophilicity
TPSA:
40.46 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
2
Ring Count:
3
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.6190 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007786
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Colensane and Clerodane diterpenoids
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 | IL-6 | Compounds 1, 2, and 7?10 showed potent inhibitory activity on the production of the three inflammatory cytokines in a dose-dependent manner | 10.1002/cbdv.71167 Chemistry & Biodiversity |
| Anti-inflammatory | inhibitory activity | IL-1β | Compounds 1, 2, and 7?10 showed potent inhibitory activity on the production of the three inflammatory cytokines in a dose-dependent manner | 10.1002/cbdv.71167 Chemistry & Biodiversity |
| Anti-inflammatory | inhibitory activity | TNF-α | Compounds 1, 2, and 7?10 showed potent inhibitory activity on the production of the three inflammatory cytokines in a dose-dependent manner | 10.1002/cbdv.71167 Chemistry & Biodiversity |