SCS-C000880

cordyanhydride A methyl ester

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides

Chemical Structure

Structure of cordyanhydride A methyl ester

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Talaromyces sp. SCSIO 41050 (soft coral-derived fungus)

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

Gaoqiao Mangrove · 21.573° N, 109.767° E

DOI: 10.3390/md21060327 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

404.4 Da

Threshold ≤ 500

ALogP

2.47

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H24O8

Molecular Weight:

404.4150 Da

SMILES:

CC/C=C/C1=C(CC(CC)CC2=C(CCC(=O)OC)C(=O)OC2=O)C(=O)OC1=O

InChIKey:

                        QSAQCLLQWIQYAK-VOTSOKGWSA-N
                        
                    

InChI:

InChI=1S/C21H24O8/c1-4-6-7-13-15(20(25)28-18(13)23)10-12(5-2)11-16-14(8-9-17(22)27-3)19(24)29-21(16)26/h6-7,12H,4-5,8-11H2,1-3H3/b7-6+

Calculated Properties

ALogP:

2.472 lipophilicity

TPSA:

113.04 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.4762 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000880

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

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
Antifungal	MIC	F. graminearum, F. oxysporum, R. solani, B. cinerea	6.25–25.0 μg/mL	10.3390/md21060327 Marine Drugs
Enzyme inhibition	inhibition	PDE4	10.0 μM	10.3390/md21060327 Marine Drugs

Back to Compounds