SCS-C007066
sinulatumolin A
Pathway: Terpenoids
Superclass: 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
Sinularia tumulosa
(soft coral)
Original source name: Sinularia tumulosa (S. tumulosa)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sarcophytidae
Genus
Sclerophytum
Species
Sclerophytum tumulosum
South China Sea
· -20 m
DOI:
10.1016/j.bioorg.2020.104167
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
280.3 Da
Threshold ≤ 500
ALogP
2.18
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H20O5
Molecular Weight:
280.3200 Da
SMILES:
CC1=C/C(=C/C2(C)CCC/C(=C\CO)COO2)OC1=O
InChIKey:
SJIPGJNLGSDZFP-XQGTVNQBSA-N
InChI:
InChI=1S/C15H20O5/c1-11-8-13(19-14(11)17)9-15(2)6-3-4-12(5-7-16)10-18-20-15/h5,8-9,16H,3-4,6-7,10H2,1-2H3/b12-5+,13-9-
Calculated Properties
ALogP:
2.183 lipophilicity
TPSA:
64.99 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
2
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.5333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007066
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
N/A
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 release | 7.5 μM | 10.1016/j.bioorg.2020.104167 Bioorganic Chemistry |
| Antitumor | IC50 | A549; SNU-398; Capan-1 cell lines | the cytotoxic activity of all compounds against A549, HT-29, SNU-398, and Capan-1 cell lines were evaluated, showing that all compounds showed low cytotoxicity. | 10.1016/j.bioorg.2020.104167 Bioorganic Chemistry |