SCS-C006561
carneusone E
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus carneus GXIMD00543
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus carneus
South China Sea
DOI:
10.3390/md22020063
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
386.4 Da
Threshold ≤ 500
ALogP
1.80
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H18O8
Molecular Weight:
386.3560 Da
SMILES:
Cc1cc(O)c2c3c1[C@H](O)[C@@H]1O[C@]3(OC1(C)C)c1cc(O)c(O)c(O)c1C2=O
InChIKey:
LYYJDXCZLDZRPO-BJLQDIEVSA-N
InChI:
InChI=1S/C20H18O8/c1-6-4-8(21)12-13-10(6)17(26)18-19(2,3)28-20(13,27-18)7-5-9(22)14(23)16(25)11(7)15(12)24/h4-5,17-18,21-23,25-26H,1-3H3/t17-,18-,20-/m0/s1
Calculated Properties
ALogP:
1.804 lipophilicity
TPSA:
136.68 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
8
Rotatable Bonds:
0
Ring Count:
5
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.3500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006561
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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibition of NO secretion | NO production | 34.6 μM | 10.3390/md22020063 Marine Drugs |