SCS-C002063

curvulomycin A

Pathway: Polyketides Superclass: Macrolides Class: Zearalenones

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.

Download: SDF SMILES

Source Information

Curvularia lunata GXIMD 02512 (NA)

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

Beibu Gulf

DOI: 10.1039/d4ra06292b · RSC Advances

Drug-likeness (Lipinski Ro5)

Molecular Weight

404.4 Da

Threshold ≤ 500

ALogP

2.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H24O8

Molecular Weight:

404.4150 Da

SMILES:

COc1cc(O)c2c(c1)/C=C/C[C@H](OC(C)=O)[C@H](O)C(=O)/C=C\C[C@H](C)OC2=O

InChIKey:

                        BGUPYTVFXMMAGV-IZYUGNRISA-N
                        
                    

InChI:

InChI=1S/C21H24O8/c1-12-6-4-8-16(23)20(25)18(29-13(2)22)9-5-7-14-10-15(27-3)11-17(24)19(14)21(26)28-12/h4-5,7-8,10-12,18,20,24-25H,6,9H2,1-3H3/b7-5+,8-4-/t12-,18-,20+/m0/s1

Calculated Properties

ALogP:

2.171 lipophilicity

TPSA:

119.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.3810 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002063

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Zearalenones

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
Antitumor	—	PC-3 cells,22Rv1 cells	9.7 μM	10.1039/d4ra06292b RSC Advances

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