SCS-C006554
sarcocrassolin D
Pathway: Terpenoids
Superclass: 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 crassocaule
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton crassocaule
South China Sea
· -20 m
DOI:
10.3390/md21120645
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
354.5 Da
Threshold ≤ 500
ALogP
3.44
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H38O4
Molecular Weight:
354.5310 Da
SMILES:
CO[C@]1(C)CC/C(C(C)C)=C\[C@H]2[C@@H](CC[C@]2(C)O)[C@@](C)(O)CC[C@H]1O
InChIKey:
BKGSAMIZHNRUNG-RUBZCYHISA-N
InChI:
InChI=1S/C21H38O4/c1-14(2)15-7-12-21(5,25-6)18(22)9-11-19(3,23)16-8-10-20(4,24)17(16)13-15/h13-14,16-18,22-24H,7-12H2,1-6H3/b15-13+/t16-,17+,18-,19+,20+,21-/m1/s1
Calculated Properties
ALogP:
3.437 lipophilicity
TPSA:
69.92 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
2
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.9048 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006554
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
N/A
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 | — | SGC-7901; K562; BEL-7402; HeLa; A549 cell lines | none of these compounds displayed obvious cytotoxic activity at a concentration of 20.0 μg/mL | 10.3390/md21120645 Marine Drugs |
| Antitumor | — | RAW264.7 cells | compounds 3 and 4 had no cytotoxicity against RAW264.7 cells at a concentration of 100.0 μM | 10.3390/md21120645 Marine Drugs |
| Anti-inflammatory | IC50 | NO release in LPS-stimulated RAW264.7 cells | 68.8–84.8 μM | 10.3390/md21120645 Marine Drugs |