SCS-C000543

eoaspergillic acid

Pathway: Terpenoids Superclass: Steroids Class: Ergostane steroids

Chemical Structure

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Source Information

Simplicillium lanosoniveum (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Cordycipitaceae Genus Simplicillium Species Simplicillium lanosoniveum

South China Sea

DOI: 10.1016/j.steroids.2021.108831 · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight

422.6 Da

Threshold ≤ 500

ALogP

5.75

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H38O3

Molecular Weight:

422.6090 Da

SMILES:

CC(C)[C@H](C)/C=C/[C@@H](C)[C@H]1CC(=O)C2=C3C=CC4=CC(=O)CC[C@]4(C)[C@@]3(O)CC[C@@]21C

InChIKey:

                        PUAPOLUQVUHYJA-NGKWWCALSA-N
                        
                    

InChI:

InChI=1S/C28H38O3/c1-17(2)18(3)7-8-19(4)23-16-24(30)25-22-10-9-20-15-21(29)11-12-27(20,6)28(22,31)14-13-26(23,25)5/h7-10,15,17-19,23,31H,11-14,16H2,1-6H3/b8-7+/t18-,19-,23-,26-,27+,28-/m1/s1

Calculated Properties

ALogP:

5.753 lipophilicity

TPSA:

54.37 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6429 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000543

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Ergostane steroids

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
Anti-inflammatory	inhibition_percent	LPS-induced NO production in RAW 264.7 cells	21.4 %	10.1016/j.steroids.2021.108831 Steroids

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