SCS-C002603

xanthones O-glycoside

Pathway: Shikimates and Phenylpropanoids Superclass: Xanthones Class: Plant xanthones Glycoside

Chemical Structure

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Source Information

Phomopsis sp. (fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Diaporthales Family Diaporthaceae Genus Phomopsis Species NA

Dongzhaigang

DOI: 10.1007/s10600-013-0497-0 · Chemistry of Natural Compounds

Drug-likeness (Lipinski Ro5)

Molecular Weight

566.5 Da

Threshold ≤ 500

ALogP

-1.39

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

3 violations (MW, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C26H30O14

Molecular Weight:

566.5120 Da

SMILES:

COc1c(O[C@@H]2O[C@H](CO[C@@H]3OC[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)cc(OC)c2c(=O)c3ccccc3oc12

InChIKey:

                        TXFBBBDTBBYKLF-TZBSBYBASA-N
                        
                    

InChI:

InChI=1S/C26H30O14/c1-34-13-7-14(23(35-2)24-16(13)17(28)10-5-3-4-6-12(10)38-24)39-26-22(33)20(31)19(30)15(40-26)9-37-25-21(32)18(29)11(27)8-36-25/h3-7,11,15,18-22,25-27,29-33H,8-9H2,1-2H3/t11-,15+,18-,19+,20-,21+,22+,25-,26+/m0/s1

Calculated Properties

ALogP:

-1.395 lipophilicity

TPSA:

206.97 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002603

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Xanthones

NPClassifier Class:

Plant xanthones

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD23602

Biological Activity Data

No bioactivity data available for this compound.

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