SCS-C001151

ascomlactone A

Pathway: Polyketides Superclass: Xanthones Class: Plant xanthones

Chemical Structure

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Source Information

Ascomycota sp. SK2YWS-L (fungus)

Kingdom Fungi Phylum Ascomycota Class NA Order NA Family NA Genus NA Species NA

Beibu Gulf

DOI: 10.1039/c7ob02707a · Organic & Biomolecular Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

586.5 Da

Threshold ≤ 500

ALogP

5.43

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C32H26O11

Molecular Weight:

586.5000 Da

SMILES:

COc1cc(O)c2c(c1)[C@H](O)[C@@H](c1cc(OC)cc3oc4cc(C)cc(O)c4c(=O)c13)OC(=O)c1c(O)cc(C)cc1O2

InChIKey:

                        YCCSGAVEZMMPHC-QCENPCRXSA-N
                        
                    

InChI:

InChI=1S/C32H26O11/c1-13-5-19(33)26-22(7-13)41-24-12-16(40-4)9-17(25(24)29(26)37)31-28(36)18-10-15(39-3)11-21(35)30(18)42-23-8-14(2)6-20(34)27(23)32(38)43-31/h5-12,28,31,33-36H,1-4H3/t28-,31+/m0/s1

Calculated Properties

ALogP:

5.434 lipophilicity

TPSA:

165.12 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (5 aromatic)

Chiral Centers:

Fsp³:

0.1875 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001151

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Xanthones

NPClassifier Class:

Plant xanthones

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
Enzyme inhibition	IC50	α-glucosidase	63.7 μM	10.1039/c7ob02707a Organic & Biomolecular Chemistry

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