SCS-C004274

xestospongiene Z2

Pathway: Fatty acids Superclass: Fatty Acids and Conjugates Class: Epoxy fatty acids

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

515.1 Da

Threshold ≤ 500

ALogP

5.21

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C17H23Br3O3

Molecular Weight:

515.0800 Da

SMILES:

COC(=O)CCCC#C[C@@H](Br)[C@H](O)CCCC/C=C(Br)/C=C\Br

InChIKey:

                        AYDCADNHQBXBAP-MRLFFOJSSA-N
                        
                    

InChI:

InChI=1S/C17H23Br3O3/c1-23-17(22)11-7-3-5-9-15(20)16(21)10-6-2-4-8-14(19)12-13-18/h8,12-13,15-16,21H,2-4,6-7,10-11H2,1H3/b13-12-,14-8-/t15-,16-/m1/s1

Calculated Properties

ALogP:

5.205 lipophilicity

TPSA:

46.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

0 (0 aromatic)

Chiral Centers:

Fsp³:

0.5882 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004274

NPClassifier Pathway:

Fatty acids

NPClassifier Superclass:

Fatty Acids and Conjugates

NPClassifier Class:

Epoxy fatty acids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD21189

Biological Activity Data

No bioactivity data available for this compound.

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