SCS-C001288
eurotirumin
Pathway: Polyketides | Terpenoids
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. SCSIO F452
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Eurotium
Species
NA
South China Sea
DOI:
10.3390/md19100543
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
316.4 Da
Threshold ≤ 500
ALogP
3.35
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H24O4
Molecular Weight:
316.4000 Da
SMILES:
CC(C)=CCc1cc2c(c(C=O)c1O)[C@@H]1[C@H](CC[C@@H]1O)[C@@H](C)O2
InChIKey:
NOJCJDSWLUPBPG-JSHWQEIDSA-N
InChI:
InChI=1S/C19H24O4/c1-10(2)4-5-12-8-16-18(14(9-20)19(12)22)17-13(11(3)23-16)6-7-15(17)21/h4,8-9,11,13,15,17,21-22H,5-7H2,1-3H3/t11-,13-,15+,17-/m1/s1
Calculated Properties
ALogP:
3.349 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
3
Ring Count:
3
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.5263 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001288
NPClassifier Pathway:
Polyketides
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 | IC50 | SF-268 | 21.98 ± 0.88 μM | 10.3390/md19100543 Marine Drugs |
| Antitumor | IC50 | MCF-7 | 55.59 ± 4.85 μM | 10.3390/md19100543 Marine Drugs |
| Antitumor | IC50 | HepG2 | 41.18 ± 2.63 μM | 10.3390/md19100543 Marine Drugs |
| Antitumor | IC50 | A549 | 47.34 ± 0.71 μM | 10.3390/md19100543 Marine Drugs |
| Enzyme inhibition | IC50 | α-glucosidase | 89.41 ± 7.86 μM | 10.3390/md19100543 Marine Drugs |