SCS-C001368

Xyloketal F

Pathway: Polyketides Superclass: Cyclic polyketides

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

704.8 Da

Threshold ≤ 500

ALogP

6.57

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:

C41H52O10

Molecular Weight:

704.8000 Da

SMILES:

C[C@@H]1C[C@H]2Cc3c(O)c(Cc4c(O)c5c(c6c4O[C@@]4(C)OC[C@H](C)[C@H]4C6)O[C@@]4(C)OC[C@H](C)[C@H]4C5)c4c(c3O[C@@]2(C)O1)C[C@@H]1[C@@H](C)CO[C@]1(C)O4

InChIKey:

                        VJBKZFKSBYUPIA-HLRBXTRNSA-N
                        
                    

InChI:

InChI=1S/C41H52O10/c1-18-15-44-39(6)29(18)12-26-33(43)25(36-28(37(26)51-39)14-31-20(3)17-46-41(31,8)50-36)11-24-32(42)23-10-22-9-21(4)47-38(22,5)48-34(23)27-13-30-19(2)16-45-40(30,7)49-35(24)27/h18-22,29-31,42-43H,9-17H2,1-8H3/t18-,19-,20-,21+,22-,29+,30+,31+,38+,39+,40+,41+/m0/s1

Calculated Properties

ALogP:

6.566 lipophilicity

TPSA:

114.30 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

10 (2 aromatic)

Chiral Centers:

Fsp³:

0.7073 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001368

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

N/A

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
Other specified activity	—	hippocampal cells	0.03 μM	10.1016/j.pharmthera.2021.107963 Pharmacology & Therapeutics

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