SCS-C001584

Asterriquinone F

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Carbazole alkaloids

Chemical Structure

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Download: SDF SMILES

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

414.5 Da

Threshold ≤ 500

ALogP

4.54

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H22N2O4

Molecular Weight:

414.4610 Da

SMILES:

COc1c2c(c(OC)c(C)c1-c1c[nH]c3ccccc13)[C@@]1(O)c3ccccc3N[C@H]1O2

InChIKey:

                        XVFZYPPCTOSXGJ-DQEYMECFSA-N
                        
                    

InChI:

InChI=1S/C25H22N2O4/c1-13-19(15-12-26-17-10-6-4-8-14(15)17)22(30-3)23-20(21(13)29-2)25(28)16-9-5-7-11-18(16)27-24(25)31-23/h4-12,24,26-28H,1-3H3/t24-,25-/m0/s1

Calculated Properties

ALogP:

4.540 lipophilicity

TPSA:

75.74 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (4 aromatic)

Chiral Centers:

Fsp³:

0.2000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001584

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Carbazole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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/PQ/rotenone-induced); reactive oxygen species (ROS)	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md18120608 Marine Drugs

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