SCS-C007067
sinulatumolin B
Pathway: Terpenoids
Superclass: Monoterpenoids
Class: Acyclic monoterpenoids
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
246.3 Da
Threshold ≤ 500
ALogP
2.44
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H22O2
Molecular Weight:
246.3500 Da
SMILES:
C=CC(=C)CCCC(C)(O)/C=c1/cc(C)c(=C)o1
InChIKey:
MCXYIXOUNGFXCR-PTNGSMBKSA-N
InChI:
InChI=1S/C16H22O2/c1-6-12(2)8-7-9-16(5,17)11-15-10-13(3)14(4)18-15/h6,10-11,17H,1-2,4,7-9H2,3,5H3/b15-11-
Calculated Properties
ALogP:
2.442 lipophilicity
TPSA:
33.37 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
6
Ring Count:
1
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.3750 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007067
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Monoterpenoids
NPClassifier Class:
Acyclic monoterpenoids
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 | 15.0 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 |