SCS-C000366

libertalide J

Pathway: Polyketides Superclass: Cyclic polyketides Class: Monacolins and Monacolin derivatives

Chemical Structure

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Source Information

Libertasomyces sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family NA Genus Libertasomyces Species NA

South China Sea

DOI: 10.1021/acs.jnatprod.7b00463 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

360.9 Da

Threshold ≤ 500

ALogP

2.30

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H29ClO5

Molecular Weight:

360.9000 Da

SMILES:

CC(=O)OCCC(=O)[C@]1(C)[C@H]2CC[C@H](C)C[C@@H]2[C@H](Cl)[C@@H](O)[C@@]1(C)O

InChIKey:

                        OYBVESAOVNAGHY-ITFVFLAVSA-N
                        
                    

InChI:

InChI=1S/C18H29ClO5/c1-10-5-6-13-12(9-10)15(19)16(22)18(4,23)17(13,3)14(21)7-8-24-11(2)20/h10,12-13,15-16,22-23H,5-9H2,1-4H3/t10-,12-,13-,15-,16+,17-,18+/m0/s1

Calculated Properties

ALogP:

2.300 lipophilicity

TPSA:

83.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.8889 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000366

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Monacolins and Monacolin derivatives

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
Immunomodulatory / Anti-allergic	—	CD4+/CD8+ T cells	3.0 μM	10.1021/acs.jnatprod.7b00463 Journal of Natural Products

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