SCS-C007070
sinulatumolin E
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eremophilane sesquiterpenoids | Eudesmane 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
234.3 Da
Threshold ≤ 500
ALogP
3.02
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:
C15H22O2
Molecular Weight:
234.3390 Da
SMILES:
C/C1=C/[C@@]2(C)C(=CCC[C@@H]2C)CCC(=O)[C@H]1O
InChIKey:
BMUCJOJWXLJQSG-VHOOFTNMSA-N
InChI:
InChI=1S/C15H22O2/c1-10-9-15(3)11(2)5-4-6-12(15)7-8-13(16)14(10)17/h6,9,11,14,17H,4-5,7-8H2,1-3H3/b10-9-/t11-,14-,15+/m0/s1
Calculated Properties
ALogP:
3.019 lipophilicity
TPSA:
37.30 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
0
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007070
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Eremophilane sesquiterpenoids
Eudesmane 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 | LPS-induced TNF-α release | 3.6 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 |