SCS-C007143

boerelasin C

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Source Information

Curvularia verruculosa CS-129 (deep-sea endozoic fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Pleosporaceae Genus Curvularia Species Curvularia verruculosa

South China Sea

DOI: 10.1016/j.bioorg.2025.109304 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

509.6 Da

Threshold ≤ 500

ALogP

3.31

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H39NO6

Molecular Weight:

509.6430 Da

SMILES:

C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@@]2(O)[C@@H](/C=C/C[C@H](C)CCCC(=O)/C=C/C(=O)OC)[C@@H]1O

InChIKey:

                        ZYIZFNFXEPYWMC-CNURKHKVSA-N
                        
                    

InChI:

InChI=1S/C30H39NO6/c1-19(10-8-14-23(32)16-17-26(33)37-4)11-9-15-24-28(34)21(3)20(2)27-25(31-29(35)30(24,27)36)18-22-12-6-5-7-13-22/h5-7,9,12-13,15-17,19-20,24-25,27-28,34,36H,3,8,10-11,14,18H2,1-2,4H3,(H,31,35)/b15-9+,17-16+/t19-,20-,24+,25+,27+,28-,30-/m1/s1

Calculated Properties

ALogP:

3.309 lipophilicity

TPSA:

112.93 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007143

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

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
Antifungal	MIC	Fusarium oxysporum	4.0 μg/mL	10.1016/j.bioorg.2025.109304 Bioorganic Chemistry

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