SCS-C004278

xestospongiene Z8

Pathway: Fatty acids Superclass: Eicosanoids

Chemical Structure

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Source Information

Xestospongia testudinaria (sponge)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Haplosclerida Family Petrosiidae Genus Xestospongia Species Xestospongia testudinaria

Weizhou Island

DOI: 10.1016/j.tet.2010.11.045 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

531.1 Da

Threshold ≤ 500

ALogP

4.85

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C17H23Br3O4

Molecular Weight:

531.0790 Da

SMILES:

COC(=O)CCC[C@H](O)/C(Br)=C/C=C/[C@@H](O)CC/C=C(Br)/C=C\Br

InChIKey:

                        PZQIBWALFKMMQV-ROVXPYQOSA-N
                        
                    

InChI:

InChI=1S/C17H23Br3O4/c1-24-17(23)10-4-9-16(22)15(20)8-3-7-14(21)6-2-5-13(19)11-12-18/h3,5,7-8,11-12,14,16,21-22H,2,4,6,9-10H2,1H3/b7-3+,12-11-,13-5-,15-8-/t14-,16-/m0/s1

Calculated Properties

ALogP:

4.854 lipophilicity

TPSA:

66.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

0 (0 aromatic)

Chiral Centers:

Fsp³:

0.4706 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004278

NPClassifier Pathway:

Fatty acids

NPClassifier Superclass:

Eicosanoids

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD21195

Biological Activity Data

No bioactivity data available for this compound.

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