SCS-C007068

sinulatumolin C

Pathway: Terpenoids

Chemical Structure

Structure of sinulatumolin C
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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.
Download: SDF SMILES

Source Information

Sinularia tumulosa (soft coral)
Original source name: Sinularia tumulosa (S. tumulosa)
South China Sea  · -20 m
DOI: 10.1016/j.bioorg.2020.104167  · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight
248.3 Da
Threshold ≤ 500
ALogP
2.93
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C15H20O3
Molecular Weight:
248.3220 Da
SMILES:
C=CC(=C)CCC[C@@]1(C)O[C@H]1[C@H]1OC(C)=CC1=O
InChIKey:
HKUJYDGRVGBBTA-SOUVJXGZSA-N
InChI:
InChI=1S/C15H20O3/c1-5-10(2)7-6-8-15(4)14(18-15)13-12(16)9-11(3)17-13/h5,9,13-14H,1-2,6-8H2,3-4H3/t13-,14-,15+/m0/s1
Calculated Properties
ALogP:
2.928 lipophilicity
TPSA:
38.83 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
6
Ring Count:
2 (0 aromatic)
Chiral Centers:
3
Fsp³:
0.5333 fraction sp³ carbon

Database Information

Compound ID:
SCS-C007068
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
Classified
External Links:

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 2.6 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
Structure enlarged