SCS-C007071
4-acetoxy-2,8-neolemnadien-5-one
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eremophilane 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
276.4 Da
Threshold ≤ 500
ALogP
3.59
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:
C17H24O3
Molecular Weight:
276.3760 Da
SMILES:
CC(=O)O[C@@H]1C(=O)CCC2=CCC[C@H](C)[C@@]2(C)/C=C\1C
InChIKey:
ATDIGRXZVZQKTH-VKTZLRNASA-N
InChI:
InChI=1S/C17H24O3/c1-11-10-17(4)12(2)6-5-7-14(17)8-9-15(19)16(11)20-13(3)18/h7,10,12,16H,5-6,8-9H2,1-4H3/b11-10-/t12-,16-,17+/m0/s1
Calculated Properties
ALogP:
3.590 lipophilicity
TPSA:
43.37 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.6471 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007071
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Eremophilane 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 | — Structured numeric value is not available in this record; see the primary reference. | 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 |