SCS-C000539

arthriniumsteroid A

Pathway: Terpenoids Superclass: Steroids Class: Pregnane 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

390.5 Da

Threshold ≤ 500

ALogP

1.16

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H30O6

Molecular Weight:

390.5000 Da

SMILES:

C[C@@H]1C[C@H]2[C@@H]3C[C@H](O)C4=CC(=O)CC[C@]4(C)[C@@]34O[C@H]4C[C@]2(C)[C@@]1(O)C(=O)CO

InChIKey:

                        PGYFXSDKVXFFAN-LWQOSQCCSA-N
                        
                    

InChI:

InChI=1S/C22H30O6/c1-11-6-13-14-8-16(25)15-7-12(24)4-5-19(15,2)22(14)18(28-22)9-20(13,3)21(11,27)17(26)10-23/h7,11,13-14,16,18,23,25,27H,4-6,8-10H2,1-3H3/t11-,13+,14+,16+,18+,19+,20+,21+,22-/m1/s1

Calculated Properties

ALogP:

1.159 lipophilicity

TPSA:

107.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.8182 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000539

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Pregnane 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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