SCS-C006618
lemnabourside H
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Serrulatane and Biflorane diterpenoids
Chemical Structure
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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
534.7 Da
Threshold ≤ 500
ALogP
4.69
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C30H46O8
Molecular Weight:
534.6900 Da
SMILES:
CC(=O)O[C@H]1[C@@H]2O[C@@H]([C@H](C)CCC[C@@H](C)[C@@H]3CC=C(C)[C@H]4CCC(C)=C[C@@H]34)OC[C@@H](O2)[C@@H](O)[C@@H]1OC(C)=O
InChIKey:
WYLWPMFWWAOTRB-SYOHSGMWSA-N
InChI:
InChI=1S/C30H46O8/c1-16-10-12-22-18(3)11-13-23(24(22)14-16)17(2)8-7-9-19(4)29-34-15-25-26(33)27(35-20(5)31)28(36-21(6)32)30(37-25)38-29/h11,14,17,19,22-30,33H,7-10,12-13,15H2,1-6H3/t17-,19-,22-,23+,24-,25-,26-,27+,28-,29+,30+/m1/s1
Calculated Properties
ALogP:
4.690 lipophilicity
TPSA:
100.52 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
8
Rotatable Bonds:
8
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006618
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Serrulatane and Biflorane 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 | 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 |