SCS-C001470
dysiherbol D
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Silphinane sesquiterpenoids
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 avara
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Dysideidae
Genus
Dysidea
Species
Dysidea avara
Xisha Islands
DOI:
10.1016/s1875-5364(22)60161-4
· Chinese Journal of Natural Medicines
Drug-likeness (Lipinski Ro5)
Molecular Weight
328.5 Da
Threshold ≤ 500
ALogP
4.05
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H28O3
Molecular Weight:
328.4520 Da
SMILES:
C[C@H]1CC[C@@]2(C)[C@]3(CC=C[C@@]2(C)O)c2c(O)ccc(O)c2C[C@]13C
InChIKey:
GWNQLLMRLJIVJW-AGDIMFIHSA-N
InChI:
InChI=1S/C21H28O3/c1-13-8-11-19(3)20(4,24)9-5-10-21(19)17-14(12-18(13,21)2)15(22)6-7-16(17)23/h5-7,9,13,22-24H,8,10-12H2,1-4H3/t13-,18+,19+,20+,21+/m0/s1
Calculated Properties
ALogP:
4.045 lipophilicity
TPSA:
60.69 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
0
Ring Count:
4
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.6190 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001470
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Silphinane sesquiterpenoids
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 | IC50 | NF-κB in HEK-293T cells | 10.2 μM | 10.1016/s1875-5364(22)60161-4 Chinese Journal of Natural Medicines |