SCS-C001908
1E,3Z,7E,-11-hydroxy-12-methoxy-1-isopropyl-4,8,12-trimethyl-icyclotetradeca-1,3,7-triene
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
Sinularia sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
NA
Xisha Islands
· -10 m
DOI:
10.1016/j.fitote.2019.104176
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
320.5 Da
Threshold ≤ 500
ALogP
5.58
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C21H36O2
Molecular Weight:
320.5170 Da
SMILES:
CO[C@]1(C)CC/C(C(C)C)=C\C=C(/C)CC/C=C(\C)CC[C@@H]1O
InChIKey:
JPHFKGQWBFJZHL-YGHOJEPCSA-N
InChI:
InChI=1S/C21H36O2/c1-16(2)19-12-10-17(3)8-7-9-18(4)11-13-20(22)21(5,23-6)15-14-19/h9-10,12,16,20,22H,7-8,11,13-15H2,1-6H3/b17-10+,18-9+,19-12+/t20-,21+/m0/s1
Calculated Properties
ALogP:
5.582 lipophilicity
TPSA:
29.46 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
2
Ring Count:
1
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.7143 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001908
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 |
|---|---|---|---|---|
| Neuroprotective / Neuromodulatory | inhibition | Aβ42 aggregation | 10.0 μM | 10.1016/j.fitote.2019.104176 Fitoterapia |