SCS-C006880
sarcoehrenolide J
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)
Original source name: Sarcophyton ehrenbergi Marenzeller (Sarcophytidae)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton ehrenbergi
South China Sea
· -20 m
· 20°54′-21°10′N, 109°00-109°15′E
DOI:
10.1016/j.phytochem.2022.113549
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
332.4 Da
Threshold ≤ 500
ALogP
3.22
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H28O4
Molecular Weight:
332.4400 Da
SMILES:
C=C1CC/C(C(C)C)=C\C=C(\CO)C[C@H]2C=C(CC[C@H]1O)C(=O)O2
InChIKey:
BIURCDDEBKJFHF-TXNZXHFVSA-N
InChI:
InChI=1S/C20H28O4/c1-13(2)16-6-4-14(3)19(22)9-8-17-11-18(24-20(17)23)10-15(12-21)5-7-16/h5,7,11,13,18-19,21-22H,3-4,6,8-10,12H2,1-2H3/b15-5+,16-7+/t18-,19+/m0/s1
Calculated Properties
ALogP:
3.220 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
2
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.5500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006880
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 | inhibition rate | LPS-induced TNF-α production | < 50.0 % | 10.1016/j.phytochem.2022.113549 Phytochemistry |