SCS-C007467

arenarialin A

Pathway: Terpenoids Superclass: Diterpenoids Class: Furanoabietane diterpenoids

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

Dysidea arenaria (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Dysideidae Genus Dysidea Species Dysidea arenaria

South China Sea · 15 m

DOI: 10.1021/acs.jnatprod.3c01239 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

352.5 Da

Threshold ≤ 500

ALogP

4.85

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H28O3

Molecular Weight:

352.4740 Da

SMILES:

CCOC1=CC(=O)C2=C(C1=O)[C@@H]1C[C@]3(C)C(C)=CCCC3=C(C)[C@]1(C)C2

InChIKey:

                        VLZRIDIJCPIUGJ-IMRHEYAYSA-N
                        
                    

InChI:

InChI=1S/C23H28O3/c1-6-26-19-10-18(24)15-11-23(5)14(3)16-9-7-8-13(2)22(16,4)12-17(23)20(15)21(19)25/h8,10,17H,6-7,9,11-12H2,1-5H3/t17-,22+,23-/m0/s1

Calculated Properties

ALogP:

4.848 lipophilicity

TPSA:

43.37 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.5652 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007467

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Furanoabietane diterpenoids

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	TNF-α production	compounds 1, 2, 4, and 5 showed significant inhibitory activity against the production of TNF-α in LPS-induced RAW264.7 macrophages at 5, 10, and 20 μM concentrations	10.1021/acs.jnatprod.3c01239 Journal of Natural Products

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