SCS-C007635
situmulin 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
Sinularia tumulosa
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sarcophytidae
Genus
Sclerophytum
Species
Sclerophytum tumulosum
South China Sea
DOI:
10.1002/cbdv.202300589
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
288.5 Da
Threshold ≤ 500
ALogP
5.97
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C20H32O
Molecular Weight:
288.4750 Da
SMILES:
C/C1=C\CC/C(C)=C/C[C@H]([C@]2(C)CO2)CC/C(C)=C/CC1
InChIKey:
LSXRVTPYGJPSKV-ZUYTVSJQSA-N
InChI:
InChI=1S/C20H32O/c1-16-7-5-9-17(2)11-13-19(20(4)15-21-20)14-12-18(3)10-6-8-16/h7,10-11,19H,5-6,8-9,12-15H2,1-4H3/b16-7+,17-11+,18-10+/t19-,20-/m0/s1
Calculated Properties
ALogP:
5.975 lipophilicity
TPSA:
12.53 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
1
Rotatable Bonds:
1
Ring Count:
2
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.7000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007635
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 | MIC90 | Streptococcus parauberis FP KSP28 | 25.0 μM | 10.1002/cbdv.202300589 Chemistry & Biodiversity |
| Antibacterial | MIC90 | Phoyobacterium damselae FP2244 | 25.0 μM | 10.1002/cbdv.202300589 Chemistry & Biodiversity |
| Antibacterial | MIC90 | vancomycin-resistant Enterococcus faecium G1 | 25.0 μM | 10.1002/cbdv.202300589 Chemistry & Biodiversity |
| Antibacterial | MIC90 | vancomycin-resistant Enterococcus faecium G4 | 50.0 μM | 10.1002/cbdv.202300589 Chemistry & Biodiversity |
| Antibacterial | MIC90 | vancomycin-resistant Enterococcus faecium G7 | 100.0 μM | 10.1002/cbdv.202300589 Chemistry & Biodiversity |
| Antibacterial | MIC90 | vancomycin-resistant Enterococcus faecium G8 | 50.0 μM | 10.1002/cbdv.202300589 Chemistry & Biodiversity |
| Antibacterial | MIC90 | vancomycin-resistant Enterococcus faecium G13 | 25.0 μM | 10.1002/cbdv.202300589 Chemistry & Biodiversity |