SCS-C001367

Xyloketal B

Pathway: Polyketides Superclass: Cyclic polyketides Class: Fungal cyclic polyketides (Miscellaneous)

Chemical Structure

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Source Information

Xylaria sp. (gorgonian-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Xylariales Family Xylariaceae Genus Xylaria Species NA

South China Sea

DOI: 10.1016/j.pharmthera.2021.107963 · Pharmacology & Therapeutics

Drug-likeness (Lipinski Ro5)

Molecular Weight

346.4 Da

Threshold ≤ 500

ALogP

3.26

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H26O5

Molecular Weight:

346.4000 Da

SMILES:

C[C@H]1CO[C@]2(C)Oc3cc(O)c4c(c3C[C@H]12)O[C@@]1(C)OC[C@H](C)[C@H]1C4

InChIKey:

                        CCNANHBVUNZCKA-FCOFOHSNSA-N
                        
                    

InChI:

InChI=1S/C20H26O5/c1-10-9-23-20(4)14(10)5-12-16(21)7-17-13(18(12)25-20)6-15-11(2)8-22-19(15,3)24-17/h7,10-11,14-15,21H,5-6,8-9H2,1-4H3/t10-,11-,14+,15+,19+,20+/m0/s1

Calculated Properties

ALogP:

3.259 lipophilicity

TPSA:

57.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001367

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Fungal cyclic polyketides (Miscellaneous)

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
Neuroprotective / Neuromodulatory	—	vascular endothelial cells;neuronal cells;glioblastoma cells	0.3–160.0 μM	10.1016/j.pharmthera.2021.107963 Pharmacology & Therapeutics

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