SCS-C004248

xestospongiene I

Pathway: Fatty acids Superclass: Fatty esters Class: Lactones

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

396.1 Da

Threshold ≤ 500

ALogP

4.19

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H20Br2O3

Molecular Weight:

396.1190 Da

SMILES:

O=C1CC[C@H]([C@@H](O)/C=C/CCCCCC=C(Br)Br)O1

InChIKey:

                        CHSPIILKMVACOK-GAEWNOSXSA-N
                        
                    

InChI:

InChI=1S/C14H20Br2O3/c15-13(16)8-6-4-2-1-3-5-7-11(17)12-9-10-14(18)19-12/h5,7-8,11-12,17H,1-4,6,9-10H2/b7-5+/t11-,12+/m0/s1

Calculated Properties

ALogP:

4.191 lipophilicity

TPSA:

46.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.6429 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004248

NPClassifier Pathway:

Fatty acids

NPClassifier Superclass:

Fatty esters

NPClassifier Class:

Lactones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD21170

Biological Activity Data

No bioactivity data available for this compound.

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