SCS-C007972
euroticin A
Pathway: Terpenoids
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
Eurotium sp.
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Eurotium
Species
NA
South China Sea
· 158 m
· 17°29.804′N, 110°0.292′E
DOI:
10.1021/acs.joc.0c01407
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
314.4 Da
Threshold ≤ 500
ALogP
3.89
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H22O4
Molecular Weight:
314.3810 Da
SMILES:
C[C@H]1O[C@H]2O[C@H]3CC[C@@H]1[C@H]3c1c(O)cc3c(c12)OC(C)(C)C=C3
InChIKey:
LFTGZBIPLHDICW-JZMCOGOLSA-N
InChI:
InChI=1S/C19H22O4/c1-9-11-4-5-13-14(11)15-12(20)8-10-6-7-19(2,3)23-17(10)16(15)18(21-9)22-13/h6-9,11,13-14,18,20H,4-5H2,1-3H3/t9-,11+,13+,14-,18+/m1/s1
Calculated Properties
ALogP:
3.886 lipophilicity
TPSA:
47.92 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
6
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.5789 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007972
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Antitumor | — | A549 human cancer cell lines | Compounds (+)-1 and (-)-1 were found to be devoid of any of these activities even at a concentration of 100 μM. | 10.1021/acs.joc.0c01407 The Journal of Organic Chemistry |
| Antioxidant | — | DPPH radical | Compounds (+)-1 and (-)-1 were found to be devoid of any of these activities even at a concentration of 100 μM. | 10.1021/acs.joc.0c01407 The Journal of Organic Chemistry |
| Enzyme inhibition | — | α-glucosidase | Compounds (+)-1 and (-)-1 were found to be devoid of any of these activities even at a concentration of 100 μM. | 10.1021/acs.joc.0c01407 The Journal of Organic Chemistry |
| Enzyme inhibition | — | tyrosinase | Compounds (+)-1 and (-)-1 were found to be devoid of any of these activities even at a concentration of 100 μM. | 10.1021/acs.joc.0c01407 The Journal of Organic Chemistry |