SCS-C005278

xylanthraquinone

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Anthraquinones and anthrones

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

Hong Kong

DOI: 10.1080/14786419.2013.850687 · Natural Product Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

324.3 Da

Threshold ≤ 500

ALogP

0.47

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H20O7

Molecular Weight:

324.3290 Da

SMILES:

COc1cc(O)c2c(c1O)[C@@H](O)[C@@H]1C[C@](C)(O)[C@H](O)C[C@H]1C2=O

InChIKey:

                        LNMXRONIHUOFQM-TVYQFVFMSA-N
                        
                    

InChI:

InChI=1S/C16H20O7/c1-16(22)5-7-6(3-10(16)18)13(19)11-8(17)4-9(23-2)15(21)12(11)14(7)20/h4,6-7,10,14,17-18,20-22H,3,5H2,1-2H3/t6-,7-,10-,14+,16+/m1/s1

Calculated Properties

ALogP:

0.474 lipophilicity

TPSA:

127.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5625 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005278

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Anthraquinones and anthrones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24840

Biological Activity Data

No bioactivity data available for this compound.

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