SCS-C006197
6,8-dihydroxy-3,4,5-trimethylisochroman
Pathway: Polyketides
Superclass: Chromanes
Class: Azaphilones
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.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.3390/md17070398
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
208.3 Da
Threshold ≤ 500
ALogP
2.43
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H16O3
Molecular Weight:
208.2570 Da
SMILES:
Cc1c(O)cc(O)c2c1[C@@H](C)[C@H](C)OC2
InChIKey:
NHADDZMCASKINP-XPUUQOCRSA-N
InChI:
InChI=1S/C12H16O3/c1-6-8(3)15-5-9-11(14)4-10(13)7(2)12(6)9/h4,6,8,13-14H,5H2,1-3H3/t6-,8-/m0/s1
Calculated Properties
ALogP:
2.428 lipophilicity
TPSA:
49.69 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
0
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006197
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Azaphilones
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 | inhibitory | human cancer cells | > 5.0 μM | 10.3390/md17070398 Marine Drugs |
| Antibacterial | inhibitory | A. baumannii, K. pneumonia, E. coli, S. aureus, E. faecalis | > 100.0 μg/mL | 10.3390/md17070398 Marine Drugs |