SCS-C001169
13-hydroxypalitantin
Pathway: Polyketides
Superclass: Miscellaneous polyketides
Class: Miscellaneous 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
Penicillium sp. sk14JW2P
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Beibu Gulf
DOI:
10.1002/hlca.201300248
· Helvetica Chimica Acta
Drug-likeness (Lipinski Ro5)
Molecular Weight
270.3 Da
Threshold ≤ 500
ALogP
-0.21
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H22O5
Molecular Weight:
270.3200 Da
SMILES:
C[C@@H](O)C/C=C/C=C/[C@@H]1C[C@@H](O)[C@@H](O)C(=O)[C@H]1CO
InChIKey:
QUDYXYAJFSPMCL-RMSKITBFSA-N
InChI:
InChI=1S/C14H22O5/c1-9(16)5-3-2-4-6-10-7-12(17)14(19)13(18)11(10)8-15/h2-4,6,9-12,14-17,19H,5,7-8H2,1H3/b3-2+,6-4+/t9-,10-,11+,12-,14-/m1/s1
Calculated Properties
ALogP:
-0.211 lipophilicity
TPSA:
97.99 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
1
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.6429 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001169
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Miscellaneous polyketides
NPClassifier Class:
Miscellaneous 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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | AChE | 12.0 ± 0.3 nM | 10.1002/hlca.201300248 Helvetica Chimica Acta |