SCS-C006878
sarcoehrenolide H
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 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
664.9 Da
Threshold ≤ 500
ALogP
6.44
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C40H56O8
Molecular Weight:
664.8800 Da
SMILES:
CC(C)/C1=C/C=C(/CO)C[C@H]2C=C(C/C=C/[C@@](C)(O)CC1)C(=O)O2.CC(C)/C1=C/C=C(/CO)C[C@H]2C=C(C/C=C/[C@@](C)(O)CC1)C(=O)O2
InChIKey:
KULMKLIMRQSCQT-VSKLFESSSA-N
InChI:
InChI=1S/2C20H28O4/c2*1-14(2)16-7-6-15(13-21)11-18-12-17(19(22)24-18)5-4-9-20(3,23)10-8-16/h2*4,6-7,9,12,14,18,21,23H,5,8,10-11,13H2,1-3H3/b2*9-4+,15-6+,16-7+/t2*18-,20+/m00/s1
Calculated Properties
ALogP:
6.441 lipophilicity
TPSA:
133.52 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
4
Ring Count:
4
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.5500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006878
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 |