SCS-C002094
isariketide A acetate
Pathway: 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
Isaria feline KMM 4639
(marine sediment)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Cordycipitaceae
Genus
Isaria
Species
Isaria felina
South China Sea
DOI:
10.1038/ja.2017.53
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
354.3 Da
Threshold ≤ 500
ALogP
0.55
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H18O9
Molecular Weight:
354.3110 Da
SMILES:
COC(=O)/C=C/C(OC(C)=O)=C1\COCC(OC(C)=O)=C1C(=O)OC
InChIKey:
AFDCSVCZEQNWSW-MCOMFSABSA-N
InChI:
InChI=1S/C16H18O9/c1-9(17)24-12(5-6-14(19)21-3)11-7-23-8-13(25-10(2)18)15(11)16(20)22-4/h5-6H,7-8H2,1-4H3/b6-5+,12-11-
Calculated Properties
ALogP:
0.553 lipophilicity
TPSA:
114.43 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
9
Rotatable Bonds:
5
Ring Count:
1
(0 aromatic)
Chiral Centers:
0
Fsp³:
0.3750 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002094
NPClassifier Pathway:
Polyketides
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 | — | 22Rv1,PC-3,LNCaP cells | 1.17 μM | 10.1038/ja.2017.53 The Journal of Antibiotics |