SCS-C000879

cordyanhydride A ethyl ester

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

Chemical Structure

Structure of cordyanhydride A ethyl ester

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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

418.4 Da

Threshold ≤ 500

ALogP

2.86

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H26O8

Molecular Weight:

418.4400 Da

SMILES:

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

InChIKey:

                        VSLZKVIXEGPFNR-BQYQJAHWSA-N
                        
                    

InChI:

InChI=1S/C22H26O8/c1-4-7-8-14-16(21(26)29-19(14)24)11-13(5-2)12-17-15(20(25)30-22(17)27)9-10-18(23)28-6-3/h7-8,13H,4-6,9-12H2,1-3H3/b8-7+

Calculated Properties

ALogP:

2.862 lipophilicity

TPSA:

113.04 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000879

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	6.25–12.5 μg/mL	10.3390/md21060327 Marine Drugs
Enzyme inhibition	inhibition	PDE4	10.0 μM	10.3390/md21060327 Marine Drugs

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