SCS-C006540
lobocaline B
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
Lobophytum catalai
(NA)
Original source name: Lobophytum catalai Tixier-Durivault | L. catalai
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Lobophytum
Species
Lobophytum catalai
Offshore Hainan Island
· -15 m
· 18°15′ N, 109°30′ E
DOI:
10.3390/md22010050
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
348.5 Da
Threshold ≤ 500
ALogP
5.35
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C22H36O3
Molecular Weight:
348.5270 Da
SMILES:
C=C1CC[C@H](O)[C@H](C)CC/C(C(C)C)=C\C=C(/C)CC[C@@H]1OC(C)=O
InChIKey:
SBHHHWRTROXARJ-NIYIZSEUSA-N
InChI:
InChI=1S/C22H36O3/c1-15(2)20-11-7-16(3)8-14-22(25-19(6)23)18(5)10-13-21(24)17(4)9-12-20/h7,11,15,17,21-22,24H,5,8-10,12-14H2,1-4,6H3/b16-7+,20-11+/t17-,21+,22+/m1/s1
Calculated Properties
ALogP:
5.354 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
1
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.6818 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006540
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Streptococcus parauberis KSP28 | 8.7 μg/mL | 10.3390/md22010050 Marine Drugs |
| Antibacterial | MIC | Phoyobacterium damselae FP2244 | 17.3 μg/mL | 10.3390/md22010050 Marine Drugs |
| Antibacterial | — | Staphylococcus aureus | Compounds 2, 7 and 14 have remarkable inhibitory effects on the hemolysin production of Staphylococcus aureus | 10.3390/md22010050 Marine Drugs |