SCS-C001092

talaromyone B

Pathway: Polyketides Superclass: Aromatic polyketides Class: Depsidones

Chemical Structure

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Source Information

Talaromyces stipitatus (fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Trichocomaceae Genus Talaromyces Species Talaromyces stipitatus

Beibu Gulf

DOI: 10.1016/j.phytol.2017.04.023 · Phytochemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

414.4 Da

Threshold ≤ 500

ALogP

4.47

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H26O7

Molecular Weight:

414.4000 Da

SMILES:

COc1c([C@H](CC(C)C)OC(C)=O)ccc2c1C(=O)Oc1cc(C)cc(CO)c1O2

InChIKey:

                        IQUKZMHSFDVXJQ-SFHVURJKSA-N
                        
                    

InChI:

InChI=1S/C23H26O7/c1-12(2)8-18(28-14(4)25)16-6-7-17-20(22(16)27-5)23(26)30-19-10-13(3)9-15(11-24)21(19)29-17/h6-7,9-10,12,18,24H,8,11H2,1-5H3/t18-/m0/s1

Calculated Properties

ALogP:

4.471 lipophilicity

TPSA:

91.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3913 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001092

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Aromatic polyketides

NPClassifier Class:

Depsidones

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
Antibacterial	—	Bacillus subtilis	12.5 μg/mL	10.1016/j.phytol.2017.04.023 Phytochemistry Letters
Enzyme inhibition	—	α-glucosidase	48.4 μM	10.1016/j.phytol.2017.04.023 Phytochemistry Letters

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