SCS-C000049
Physcion
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
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
Alternaria sp. ZJ9-6B
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Alternaria
Species
NA
Zhanjiang Mangrove
DOI:
10.3390/md9050832
· Marine Drugs
Aspergillus terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
South China Sea
DOI:
10.1016/s1875-5364(19)30017-2
· Chinese Journal of Natural Medicines
Drug-likeness (Lipinski Ro5)
Molecular Weight
284.3 Da
Threshold ≤ 500
ALogP
2.19
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H12O5
Molecular Weight:
284.2600 Da
SMILES:
COc1cc(O)c2c(c1)C(=O)c1cc(C)cc(O)c1C2=O
InChIKey:
FFWOKTFYGVYKIR-UHFFFAOYSA-N
InChI:
InChI=1S/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3
Calculated Properties
ALogP:
2.190 lipophilicity
TPSA:
83.83 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
3
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000049
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
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 |
|---|---|---|---|---|
| Other specified activity | inhibitory | MptpB | < 60.0 % | 10.1016/s1875-5364(19)30017-2 Chinese Journal of Natural Medicines |
| Antitumor | — | human glioma U87 cells | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/s1875-5364(19)30017-2 Chinese Journal of Natural Medicines |
| Neuroprotective / Neuromodulatory | protective | HT22 cells (glutamate-induced toxicity) | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/s1875-5364(19)30017-2 Chinese Journal of Natural Medicines |