SCS-C007539
(3E,5Z,8S,10E)-8-hydroxytrideca-3,5,10,12-tetraen-2-one
Pathway: Fatty acids
Superclass: Fatty acyls
Class: Fatty aldehydes
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 citrinum QJF-22
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium citrinum
South China Sea
DOI:
10.1002/cbdv.202000192
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
206.3 Da
Threshold ≤ 500
ALogP
2.57
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H18O2
Molecular Weight:
206.2850 Da
SMILES:
C=C/C=C/C[C@H](O)C/C=C\C=C\C(C)=O
InChIKey:
WLKGLBGVBUEPDA-IGGQVBTJSA-N
InChI:
InChI=1S/C13H18O2/c1-3-4-6-10-13(15)11-8-5-7-9-12(2)14/h3-9,13,15H,1,10-11H2,2H3/b6-4+,8-5-,9-7+/t13-/m0/s1
Calculated Properties
ALogP:
2.571 lipophilicity
TPSA:
37.30 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
7
Ring Count:
0
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.3077 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007539
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Fatty acyls
NPClassifier Class:
Fatty aldehydes
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 | — | MDA-MB-435; A549 human cell lines | Compounds 1–6 were evaluated for their cytotoxicity against MDA-MB-435 and A549 human cell lines... However, only compound 6 displayed moderate anti-inflammatory activity | 10.1002/cbdv.202000192 Chemistry & Biodiversity |
| Anti-inflammatory | — | LPS-induced NO production | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202000192 Chemistry & Biodiversity |
| Enzyme inhibition | IC50 | acetylcholinesterase | > 100.0 μM | 10.1002/cbdv.202000192 Chemistry & Biodiversity |
| Enzyme inhibition | IC50 | α-glucosidase | > 100.0 μM | 10.1002/cbdv.202000192 Chemistry & Biodiversity |
| Antioxidant | IC50 | DPPH free radical | > 100.0 μM | 10.1002/cbdv.202000192 Chemistry & Biodiversity |