SCS-C005951
13,18-diacetylsinularolide 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 sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Lobophytum
Species
NA
South China Sea
· 8 m
DOI:
10.3390/md11041162
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
432.5 Da
Threshold ≤ 500
ALogP
3.57
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H32O7
Molecular Weight:
432.5130 Da
SMILES:
C=C1C(=O)O[C@@H]2[C@@H]1C[C@H]1O[C@]1(COC(C)=O)CC/C=C(\C)CC/C=C(\C)[C@H]2OC(C)=O
InChIKey:
VPEKGBXHSVTOSK-HDKNYJOESA-N
InChI:
InChI=1S/C24H32O7/c1-14-8-6-10-15(2)21(29-18(5)26)22-19(16(3)23(27)30-22)12-20-24(31-20,11-7-9-14)13-28-17(4)25/h9-10,19-22H,3,6-8,11-13H2,1-2,4-5H3/b14-9+,15-10+/t19-,20-,21-,22-,24+/m1/s1
Calculated Properties
ALogP:
3.573 lipophilicity
TPSA:
91.43 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
7
Rotatable Bonds:
3
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.6250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005951
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 | inhibition rate | Staphylococcus aureus | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md11041162 Marine Drugs |
| Antibacterial | inhibition rate | S. pneumoniae | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md11041162 Marine Drugs |
| Antibacterial | inhibition rate | Pseudomonas aeruginosa | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md11041162 Marine Drugs |
| Antifungal | inhibition rate | Saccharomyces cerevisiae | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md11041162 Marine Drugs |
| Antifungal | inhibition rate | Aspergillus fumigatus | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md11041162 Marine Drugs |