SCS-C007487
bislatumlide E
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 latum
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton latum
South China Sea
· -20 m
DOI:
10.1021/jo400069n
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
737.0 Da
Threshold ≤ 500
ALogP
8.23
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C44H64O9
Molecular Weight:
736.9870 Da
SMILES:
CC(=O)O[C@H]1C/C(C)=C/CC/C(C)=C/C(=O)C[C@@]23C(=O)O[C@H]([C@H]1C(C)C)[C@@H]2CC(C)=C1CC[C@](C)(O)[C@@H]2CC[C@@](C)(O2)[C@H](OC(C)=O)CC/C(C)=C/[C@H]13
InChIKey:
HJRILDWDBDXONZ-YKCRCRPWSA-N
InChI:
InChI=1S/C44H64O9/c1-25(2)39-36(50-30(7)45)22-27(4)13-11-12-26(3)20-32(47)24-44-34-21-28(5)14-15-38(51-31(8)46)43(10)19-17-37(53-43)42(9,49)18-16-33(34)29(6)23-35(44)40(39)52-41(44)48/h13,20-21,25,34-40,49H,11-12,14-19,22-24H2,1-10H3/b26-20+,27-13+,28-21+/t34-,35+,36+,37+,38-,39+,40+,42+,43-,44+/m1/s1
Calculated Properties
ALogP:
8.231 lipophilicity
TPSA:
125.43 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
3
Ring Count:
5
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.7273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007487
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 |
|---|---|---|---|---|
| Antitumor | inactivity | A-549 and HL-60 tumor cell lines | compounds 1-4 were also tested for cytotoxicity against A-549 and HL-60 tumor cell lines; unfortunately, they were all inactive at a concentration of 20 μg/mL | 10.1021/jo400069n The Journal of Organic Chemistry |
| Antibacterial | inactivity | — | Compounds 1-4 were also inactive in other bioassays; they showed no antibacterial and anti-inflammatory activities | 10.1021/jo400069n The Journal of Organic Chemistry |
| Anti-inflammatory | inactivity | — | Compounds 1-4 were also inactive in other bioassays; they showed no antibacterial and anti-inflammatory activities | 10.1021/jo400069n The Journal of Organic Chemistry |