SCS-C000088
sinueracasbanone N
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Casbane diterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Sinularia erecta
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia erecta
Ximao Island
· -20m
DOI:
10.1016/j.chroma.2024.465416
· Journal of Chromatography A
Drug-likeness (Lipinski Ro5)
Molecular Weight
318.5 Da
Threshold ≤ 500
ALogP
3.81
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H30O3
Molecular Weight:
318.4600 Da
SMILES:
C/C1=C\CC(=O)/C(C)=C/[C@H]2[C@H](CC[C@@]3(C)O[C@@H]3[C@@H](O)C1)C2(C)C
InChIKey:
OISWMPMZMRCHBK-OTKVFQPDSA-N
InChI:
InChI=1S/C20H30O3/c1-12-6-7-16(21)13(2)11-15-14(19(15,3)4)8-9-20(5)18(23-20)17(22)10-12/h6,11,14-15,17-18,22H,7-10H2,1-5H3/b12-6+,13-11+/t14-,15-,17-,18+,20+/m0/s1
Calculated Properties
ALogP:
3.813 lipophilicity
TPSA:
49.83 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
0
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000088
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Casbane 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 | IC50 | LPS-induced TNF-α protein release | 13.7 μM (IC50) | 10.1016/j.chroma.2024.465416 Journal of Chromatography A |
| Anti-inflammatory | IC50 | LPS-induced TNF-α protein release | 6.6 μM (IC50) | 10.1016/j.chroma.2024.465416 Journal of Chromatography A |