SCS-C007626
pukalide
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
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
Sarcophyton mililatensis
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton mililatensis
South China Sea
· -20 m
DOI:
10.1002/cbdv.202300267
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
372.4 Da
Threshold ≤ 500
ALogP
3.67
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H24O6
Molecular Weight:
372.4170 Da
SMILES:
C=C(C)[C@H]1CCC2=C[C@@H](C[C@@]3(C)O[C@H]3c3cc(C(=O)OC)c(o3)C1)OC2=O
InChIKey:
PPHCYWKQJLNLQQ-LSMNFQPXSA-N
InChI:
InChI=1S/C21H24O6/c1-11(2)12-5-6-13-7-14(25-19(13)22)10-21(3)18(27-21)17-9-15(20(23)24-4)16(8-12)26-17/h7,9,12,14,18H,1,5-6,8,10H2,2-4H3/t12-,14-,18-,21+/m0/s1
Calculated Properties
ALogP:
3.667 lipophilicity
TPSA:
78.27 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
4
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.5238 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007626
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
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 | — | LPS-induced TNF-α protein release | none of them displayed obvious anti-inflammatory activity against lipopolysaccharide (LPS)-induced tumor necrosis factor (TNF)-α protein release in RAW264.7 macrophages at a concentration of 20 μmol/L. | 10.1002/cbdv.202300267 Chemistry & Biodiversity |
| Antitumor | — | anti-proliferation | 2–7 were screened for anti-tumor activities. As a result, all of them were judged inactive against anti-proliferation of A-549, HT-29, SNU-398, and Capan-1 cell lines at a concentration of 10 μmol/L. | 10.1002/cbdv.202300267 Chemistry & Biodiversity |