SCS-C006619
lemnabourside I
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Serrulatane and Biflorane diterpenoids
Glycoside
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
620.8 Da
Threshold ≤ 500
ALogP
5.47
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H52O10
Molecular Weight:
620.7800 Da
SMILES:
CC(=O)OC[C@H]1O[C@@H](OC[C@H](C)CCC[C@@H](C)[C@@H]2CC=C(C)[C@H]3CCC(C)=C[C@@H]23)[C@H](OC(C)=O)C(OC(C)=O)[C@@H]1OC(C)=O
InChIKey:
NSXQHKRZVWJTSU-PNSZQIPGSA-N
InChI:
InChI=1S/C34H52O10/c1-19-12-14-27-22(4)13-15-28(29(27)16-19)21(3)11-9-10-20(2)17-40-34-33(43-26(8)38)32(42-25(7)37)31(41-24(6)36)30(44-34)18-39-23(5)35/h13,16,20-21,27-34H,9-12,14-15,17-18H2,1-8H3/t20-,21-,27-,28+,29-,30-,31-,32?,33-,34-/m1/s1
Calculated Properties
ALogP:
5.467 lipophilicity
TPSA:
123.66 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
10
Rotatable Bonds:
13
Ring Count:
3
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.7647 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006619
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Serrulatane and Biflorane diterpenoids
Glycoside:
Yes
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 |