SCS-C003577

3,5-Dibromozeaenol

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.

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Source Information

Curvularia lunata (NA)

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

Sanya

DOI: 10.1016/j.tetlet.2014.06.096 · Tetrahedron Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

522.2 Da

Threshold ≤ 500

ALogP

2.92

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C19H22Br2O7

Molecular Weight:

522.1860 Da

SMILES:

COc1c(Br)c(O)c2c(c1Br)/C=C/C[C@H](O)[C@H](O)[C@@H](O)/C=C/C[C@H](C)OC2=O

InChIKey:

                        JZBCFYFXBXJTKB-VYZFKHRPSA-N
                        
                    

InChI:

InChI=1S/C19H22Br2O7/c1-9-5-3-7-11(22)16(24)12(23)8-4-6-10-13(19(26)28-9)17(25)15(21)18(27-2)14(10)20/h3-4,6-7,9,11-12,16,22-25H,5,8H2,1-2H3/b6-4+,7-3+/t9-,11-,12-,16+/m0/s1

Calculated Properties

ALogP:

2.917 lipophilicity

TPSA:

116.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4211 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003577

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 CMNPD: CMNPD24543

Biological Activity Data

No bioactivity data available for this compound.

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