SCS-C007472

arenarialin F

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Eremophilane sesquiterpenoids

Chemical Structure

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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

328.5 Da

Threshold ≤ 500

ALogP

4.08

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H28O3

Molecular Weight:

328.4520 Da

SMILES:

C=C1[C@H](O)C[C@@H]2Oc3ccc(O)cc3C[C@]3(C)[C@@H](C)CC[C@@]1(C)[C@@H]23

InChIKey:

                        OIYAUCLLMITSGC-DOEHVXFSSA-N
                        
                    

InChI:

InChI=1S/C21H28O3/c1-12-7-8-20(3)13(2)16(23)10-18-19(20)21(12,4)11-14-9-15(22)5-6-17(14)24-18/h5-6,9,12,16,18-19,22-23H,2,7-8,10-11H2,1,3-4H3/t12-,16+,18-,19+,20+,21+/m0/s1

Calculated Properties

ALogP:

4.075 lipophilicity

TPSA:

49.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.6190 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007472

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Eremophilane sesquiterpenoids

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	IL-6 production	arenarialins B (2) and D?F (4?6) exhibited potent inhibition on the production of IL-6 in a dose-dependent manner at concentrations of 2.5, 5, 10, and 20 μM	10.1021/acs.jnatprod.3c01239 Journal of Natural Products

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