SCS-C001585
Asterriquinone A3
Pathway: Alkaloids
Superclass: Tryptophan alkaloids
Class: Carbazole alkaloids
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 terreus LM.5.2
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
Khanh Hoa Province
DOI:
10.3390/md18120608
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
534.7 Da
Threshold ≤ 500
ALogP
7.07
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H34N2O4
Molecular Weight:
534.6560 Da
SMILES:
C=CC(C)(C)c1[nH]c2ccccc2c1C1=C(OC)C(=O)C(c2cn(C(C)(C)C=C)c3ccccc23)=C(OC)C1=O
InChIKey:
KOVVXCSCJUNDCI-UHFFFAOYSA-N
InChI:
InChI=1S/C34H34N2O4/c1-9-33(3,4)32-25(21-16-11-13-17-23(21)35-32)27-29(38)30(39-7)26(28(37)31(27)40-8)22-19-36(34(5,6)10-2)24-18-14-12-15-20(22)24/h9-19,35H,1-2H2,3-8H3
Calculated Properties
ALogP:
7.074 lipophilicity
TPSA:
73.32 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
8
Ring Count:
5
(4 aromatic)
Chiral Centers:
0
Fsp³:
0.2353 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001585
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Carbazole alkaloids
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 |
|---|---|---|---|---|
| Neuroprotective / Neuromodulatory | — | Neuro-2a cells (6-OHDA-induced) | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md18120608 Marine Drugs |