SCS-C008017
eurotamine D
Pathway: Alkaloids
Superclass: Nicotinic acid alkaloids
Class: Pyridine alkaloids
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
Eurotium sp.
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Eurotium
Species
NA
South China Sea
DOI:
10.1021/acs.orglett.5c03641
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
339.5 Da
Threshold ≤ 500
ALogP
5.19
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C22H29NO2
Molecular Weight:
339.4790 Da
SMILES:
CCC/C=C/CCC1(O)C=C(CC=C(C)C)C(=O)c2cnc(C)cc21
InChIKey:
GBDABYVNBCNETH-BQYQJAHWSA-N
InChI:
InChI=1S/C22H29NO2/c1-5-6-7-8-9-12-22(25)14-18(11-10-16(2)3)21(24)19-15-23-17(4)13-20(19)22/h7-8,10,13-15,25H,5-6,9,11-12H2,1-4H3/b8-7+
Calculated Properties
ALogP:
5.193 lipophilicity
TPSA:
50.19 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
7
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4545 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008017
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Nicotinic acid alkaloids
NPClassifier Class:
Pyridine alkaloids
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 | IC50 | SF-268 cells | 41.51–45.05 μM | 10.1021/acs.orglett.5c03641 Organic Letters |
| Antitumor | IC50 | MCF-7 cells | 35.43–39.03 μM | 10.1021/acs.orglett.5c03641 Organic Letters |
| Antitumor | IC50 | HepG2 cells | 44.14–48.040000000000006 μM | 10.1021/acs.orglett.5c03641 Organic Letters |
| Antitumor | IC50 | A549 cells | 47.06–47.8 μM | 10.1021/acs.orglett.5c03641 Organic Letters |