SCS-C003925

arthriniumnin B

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Source Information

Arthrinium arundinis (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Apiosporaceae Genus Apiospora Species Apiospora arundinis

Xisha Islands

DOI: 10.1055/s-0034-1383403 · Planta Medica

Drug-likeness (Lipinski Ro5)

Molecular Weight

463.6 Da

Threshold ≤ 500

ALogP

3.55

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C28H33NO5

Molecular Weight:

463.5740 Da

SMILES:

CC1=C[C@@H]2/C=C/C[C@H](C)C(=O)[C@]3(C)O[C@@H]3CC(=O)O[C@]23C(=O)NC(Cc2ccccc2)[C@@H]3[C@@H]1C

InChIKey:

                        IXKKQGZMSHLBNL-UQEUKRNLSA-N
                        
                    

InChI:

InChI=1S/C28H33NO5/c1-16-9-8-12-20-13-17(2)18(3)24-21(14-19-10-6-5-7-11-19)29-26(32)28(20,24)34-23(30)15-22-27(4,33-22)25(16)31/h5-8,10-13,16,18,20-22,24H,9,14-15H2,1-4H3,(H,29,32)/b12-8+/t16-,18+,20-,21?,22+,24-,27+,28+/m0/s1

Calculated Properties

ALogP:

3.551 lipophilicity

TPSA:

85.00 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.5357 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003925

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Cytochalasan alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD25900

Biological Activity Data

No bioactivity data available for this compound.

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