SCS-C000372

aspermytin A acetate

Pathway: Polyketides Superclass: Cyclic polyketides Class: Decalins with side chains | Monacolins and Monacolin derivatives

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Chemical Structure

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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

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

308.2 Da

Threshold ≤ 500

ALogP

2.89

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H28O4

Molecular Weight:

308.1988 Da

SMILES:

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

InChIKey:

                        OIIOHRFMZLWLTK-AHMROAQXSA-N
                        
                    

InChI:

InChI=1S/C18H28O4/c1-12-5-6-15-14(11-12)7-9-17(3,21)18(15,4)16(20)8-10-22-13(2)19/h7,9,12,14-15,21H,5-6,8,10-11H2,1-4H3/t12-,14-,15-,17+,18-/m0/s1

Calculated Properties

ALogP:

2.888 lipophilicity

TPSA:

63.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.7778 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000372

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Decalins with side chains 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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