SCS-C007099
sinuereperoxide C
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Lathyrane 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
Sinularia erecta
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia erecta
South China Sea
DOI:
10.1016/j.bioorg.2021.105028
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
336.5 Da
Threshold ≤ 500
ALogP
4.03
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H32O4
Molecular Weight:
336.4720 Da
SMILES:
C[C@H]1CC[C@H]2[C@@H](C[C@@H](C)C(=O)/C=C/[C@]3(C)C[C@@](O)(C1)OO3)C2(C)C
InChIKey:
YWJUXXIVXVRVTH-VZNRLZENSA-N
InChI:
InChI=1S/C20H32O4/c1-13-6-7-15-16(18(15,3)4)10-14(2)17(21)8-9-19(5)12-20(22,11-13)24-23-19/h8-9,13-16,22H,6-7,10-12H2,1-5H3/b9-8+/t13-,14+,15-,16+,19+,20+/m0/s1
Calculated Properties
ALogP:
4.029 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
3
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.8500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007099
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Lathyrane 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 | inhibition of TNF-α release | TNF-α | 33.8 μM | 10.1016/j.bioorg.2021.105028 Bioorganic Chemistry |