SCS-C006617
biofloranate I
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Cadinane 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
Lemnalia bournei
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Nephtheidae
Genus
Lemnalia
Species
Lemnalia bournei
South China Sea
· 7 m
DOI:
10.3390/md22040157
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
334.5 Da
Threshold ≤ 500
ALogP
4.66
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H34O3
Molecular Weight:
334.5000 Da
SMILES:
COC(=O)/C(C)=C/CC[C@@H](C)[C@@H]1CC[C@@](C)(O)[C@H]2CCC(C)=C[C@@H]12
InChIKey:
AOPPZTBHHIVPGI-LGTJVJHZSA-N
InChI:
InChI=1S/C21H34O3/c1-14-9-10-19-18(13-14)17(11-12-21(19,4)23)15(2)7-6-8-16(3)20(22)24-5/h8,13,15,17-19,23H,6-7,9-12H2,1-5H3/b16-8+/t15-,17+,18+,19+,21-/m1/s1
Calculated Properties
ALogP:
4.655 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
5
Ring Count:
2
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7619 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006617
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Cadinane 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 |
|---|---|---|---|---|
| Antibacterial | MIC | Staphylococcus aureus | <= 64.0 μg/mL | 10.3390/md22040157 Marine Drugs |
| Antibacterial | MIC | Bacillus subtilis | <= 64.0 μg/mL | 10.3390/md22040157 Marine Drugs |
| Antitumor | — | HepG2 cancer cell lines | these compounds did not exhibit noticeable cytotoxicities on A549, Hela, and HepG2 cancer cell lines, at 20 μM | 10.3390/md22040157 Marine Drugs |