SCS-C002534
4,5-epoxycaryophyll-8-en-12-oic acid
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Caryophyllane sesquiterpenoids
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 hirta
(Sinularia brevicaulis)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia hirta
South China Sea
· ?15 m to ?20 m
DOI:
10.3390/md20040272
· Marine Drugs
Sinularia sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
NA
Xisha Islands
Studies on secondary metabolites of sesquiterpenoids from a Xisha soft coral Sinularia sp.
Drug-likeness (Lipinski Ro5)
Molecular Weight
250.2 Da
Threshold ≤ 500
ALogP
3.00
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H22O3
Molecular Weight:
250.1600 Da
SMILES:
C=C1CC[C@H]2O[C@]2(C)CC[C@@H]2[C@@H]1C[C@@]2(C)C(=O)O
InChIKey:
FQFXKSTXOZAVQJ-URFZWBKFSA-N
InChI:
InChI=1S/C15H22O3/c1-9-4-5-12-15(3,18-12)7-6-11-10(9)8-14(11,2)13(16)17/h10-12H,1,4-8H2,2-3H3,(H,16,17)/t10-,11-,12-,14-,15-/m1/s1
Calculated Properties
ALogP:
3.001 lipophilicity
TPSA:
49.83 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002534
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Caryophyllane sesquiterpenoids
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_percent | zebrafish | 4.2 % | — |