SCS-C000375

secopatulolide A

Pathway: Fatty acids Superclass: Fatty Acids and Conjugates Class: Oxo fatty acids

Chemical Structure

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Source Information

Cladosporium sp. TZP-29 (gorgonian-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Cladosporiales Family Cladosporiaceae Genus Cladosporium Species NA

South China Sea

DOI: 10.1016/j.bmcl.2015.06.072 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

228.3 Da

Threshold ≤ 500

ALogP

1.92

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C12H20O4

Molecular Weight:

228.2880 Da

SMILES:

C[C@@H](O)CCCCCCC(=O)/C=C/C(=O)O

InChIKey:

                        NQQITYFRVVORHP-AAXQSMANSA-N
                        
                    

InChI:

InChI=1S/C12H20O4/c1-10(13)6-4-2-3-5-7-11(14)8-9-12(15)16/h8-10,13H,2-7H2,1H3,(H,15,16)/b9-8+/t10-/m1/s1

Calculated Properties

ALogP:

1.918 lipophilicity

TPSA:

74.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

0 (0 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000375

NPClassifier Pathway:

Fatty acids

NPClassifier Superclass:

Fatty Acids and Conjugates

NPClassifier Class:

Oxo fatty acids

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
Antitumor	IC50	HepG2 hepatocytes	8.4 μM	10.1016/j.bmcl.2015.06.072 Bioorganic & Medicinal Chemistry Letters

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