SCS-C007195

5α,9α-epidioxy-8β,14β-epoxy-(22E)-ergosta-6,22,25(26)-trien-3β-ol

Pathway: Terpenoids Superclass: Steroids Class: Ergostane steroids

Chemical Structure

Structure of 5α,9α-epidioxy-8β,14β-epoxy-(22E)-ergosta-6,22,25(26)-trien-3β-ol

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Download: SDF SMILES

Source Information

Halichondria sp. (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Suberitida Family Halichondriidae Genus Halichondria Species Halichondria sp.

Offshore Hainan Island · 18°13′56″ N, 109°21′38″ E

DOI: 10.1016/j.fitote.2021.104918 · Fitoterapia

Drug-likeness (Lipinski Ro5)

Molecular Weight

438.7 Da

Threshold ≤ 500

ALogP

6.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H42O3

Molecular Weight:

438.6520 Da

SMILES:

C=C(C)[C@H](C)/C=C/C(C)C1CC[C@]23O[C@]24C=C[C@@]25C[C@@H](C)CC[C@]2(C)[C@]4(CC[C@]13C)OO5

InChIKey:

                        GOXXXIHDYSQPPP-SLBLYJSYSA-N
                        
                    

InChI:

InChI=1S/C29H42O3/c1-19(2)21(4)8-9-22(5)23-11-13-27-24(23,6)14-16-28-25(7)12-10-20(3)18-26(25,31-32-28)15-17-29(27,28)30-27/h8-9,15,17,20-23H,1,10-14,16,18H2,2-7H3/b9-8+/t20-,21+,22?,23?,24+,25-,26+,27+,28-,29+/m0/s1

Calculated Properties

ALogP:

6.944 lipophilicity

TPSA:

30.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (0 aromatic)

Chiral Centers:

Fsp³:

0.7931 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007195

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 rate	LPS-induced NO production	35.52–50.44 %	10.1016/j.fitote.2021.104918 Fitoterapia
Antitumor	cell viability	BV-2 microglial cells	84.46000000000001–94.88 %	10.1016/j.fitote.2021.104918 Fitoterapia

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