SCS-C004498

xyloketal C

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: 10.1021/jo015522r · The Journal of Organic Chemistry

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:

346.4230 Da

SMILES:

C[C@H]1CO[C@]2(C)Oc3cc4c(c(O)c3C[C@H]12)C[C@@H]1[C@@H](C)CO[C@]1(C)O4

InChIKey:

                        WHHWCKOXIJBKTF-FCOFOHSNSA-N
                        
                    

InChI:

InChI=1S/C20H26O5/c1-10-8-22-19(3)14(10)5-12-16(24-19)7-17-13(18(12)21)6-15-11(2)9-23-20(15,4)25-17/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-C004498

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 CMNPD: CMNPD11670

Biological Activity Data

No bioactivity data available for this compound.

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