SCS-C006729
trichonafurin A
Pathway: Polyketides
Superclass: Linear polyketides
Class: Open-chain polyketides
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
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
· 1138 m
DOI:
10.3390/md24060214
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
332.5 Da
Threshold ≤ 500
ALogP
4.74
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H32O3
Molecular Weight:
332.4840 Da
SMILES:
CC[C@H](C)/C=C/C=C(\C)C[C@@H](C)/C=C/C=C/[C@H]1OC(=O)C[C@]1(C)O
InChIKey:
OKIPJNHSPDNSJP-KHNBEFDXSA-N
InChI:
InChI=1S/C21H32O3/c1-6-16(2)11-9-12-18(4)14-17(3)10-7-8-13-19-21(5,23)15-20(22)24-19/h7-13,16-17,19,23H,6,14-15H2,1-5H3/b10-7+,11-9+,13-8+,18-12+/t16-,17-,19+,21-/m0/s1
Calculated Properties
ALogP:
4.740 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
8
Ring Count:
1
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.5714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006729
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
Open-chain polyketides
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 | human cancer cell lines | > 50.0 μM | 10.3390/md24060214 Marine Drugs |