SCS-C000958
cembranoid 4
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane 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
Sarcophyton ehrenbergi
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton ehrenbergi
Weizhou Island
DOI:
10.1021/acs.joc.9b00030
· Chem
Drug-likeness (Lipinski Ro5)
Molecular Weight
314.4 Da
Threshold ≤ 500
ALogP
4.46
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H26O3
Molecular Weight:
314.4250 Da
SMILES:
CC1=CC=C(C(C)C)CC(=O)C(C)=CCCC2=C[C@H](C1)OC2=O
InChIKey:
XVHNCRVMUPUKJB-SFHVURJKSA-N
InChI:
InChI=1S/C20H26O3/c1-13(2)16-9-8-14(3)10-18-11-17(20(22)23-18)7-5-6-15(4)19(21)12-16/h6,8-9,11,13,18H,5,7,10,12H2,1-4H3/t18-/m0/s1
Calculated Properties
ALogP:
4.456 lipophilicity
TPSA:
43.37 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
2
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000958
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 |
|---|---|---|---|---|
| Anti-inflammatory | — | TNF-α | 8.5 μM | 10.1021/acs.joc.9b00030 Chem |