SCS-C005935
emblide
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 elegans
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton elegans
South China Sea
· 8–10 m
DOI:
10.3390/molecules200713324
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
404.5 Da
Threshold ≤ 500
ALogP
4.20
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C23H32O6
Molecular Weight:
404.5030 Da
SMILES:
COC(=O)/C1=C\C=C(\C(C)C)CCC2=CCC[C@](C)(OC2=O)[C@H](OC(C)=O)CC1
InChIKey:
GCDVQIVAHBRSQZ-RLQNTLAVSA-N
InChI:
InChI=1S/C23H32O6/c1-15(2)17-8-10-18-7-6-14-23(4,29-22(18)26)20(28-16(3)24)13-12-19(11-9-17)21(25)27-5/h7,9,11,15,20H,6,8,10,12-14H2,1-5H3/b17-9+,19-11-/t20-,23+/m1/s1
Calculated Properties
ALogP:
4.196 lipophilicity
TPSA:
78.90 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
6
Rotatable Bonds:
3
Ring Count:
2
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.6087 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005935
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 | wound healing assay (relative wound closure) | human breast tumor MDA-MB-231 cell migration | Among 1–10, compounds 2 and 6 had the greatest capability to inhibit the migration of MDA-MB-231 cells while others did not show evident activity in comparison with control. | 10.3390/molecules200713324 Molecules |