SCS-C007545

lobophytosterol

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

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Source Information

Lobophytum sp. (soft coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Lobophytum Species NA

South China Sea · -20 m

DOI: 10.1002/cbdv.202000214 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

460.7 Da

Threshold ≤ 500

ALogP

6.45

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H52O3

Molecular Weight:

460.7430 Da

SMILES:

CC(C)[C@@H](C)[C@H](C)[C@@H](O)[C@]1(C)O[C@]12CC[C@H]1[C@@H]3CCC4[C@H](C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]12C

InChIKey:

                        KHOOKSRYAUCBMV-YXOLRHSSSA-N
                        
                    

InChI:

InChI=1S/C30H52O3/c1-17(2)18(3)19(4)26(32)29(8)30(33-29)16-12-24-21-9-10-22-20(5)25(31)13-14-27(22,6)23(21)11-15-28(24,30)7/h17-26,31-32H,9-16H2,1-8H3/t18-,19+,20+,21-,22?,23+,24+,25+,26-,27+,28+,29+,30+/m1/s1

Calculated Properties

ALogP:

6.453 lipophilicity

TPSA:

52.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

1.0000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007545

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Cholestane 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	inhibitory activity	NF-κB signaling pathway	Compound 3, an intriguing hydroperoxyl sterol, showed considerable NF-κB inhibitory activity, while other molecules were inactive.	10.1002/cbdv.202000214 Chemistry & Biodiversity

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