SCS-C004935
(2S,4S)-5-methoxy-2-methyl-3,4-dihydro-2H-chromen-4-ol
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
Penicillium citrinum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium citrinum
South China Sea
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
194.2 Da
Threshold ≤ 500
ALogP
1.90
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:
C11H14O3
Molecular Weight:
194.2300 Da
SMILES:
COc1cccc2c1[C@@H](O)C[C@H](C)O2
InChIKey:
IKMJJUOTBFIXHX-YUMQZZPRSA-N
InChI:
InChI=1S/C11H14O3/c1-7-6-8(12)11-9(13-2)4-3-5-10(11)14-7/h3-5,7-8,12H,6H2,1-2H3/t7-,8-/m0/s1
Calculated Properties
ALogP:
1.900 lipophilicity
TPSA:
38.69 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4545 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004935
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 | — | 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 |