SCS-C006689

ghardaqenoid F

Pathway: Terpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Heteroxenia ghardaqensis (soft coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Xeniidae Genus Heteroxenia Species Heteroxenia ghardaqensis

South China Sea

DOI: 10.3390/md24010030 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

348.4 Da

Threshold ≤ 500

ALogP

2.46

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H28O5

Molecular Weight:

348.4390 Da

SMILES:

CC1=C2[C@@H](O)C[C@@]3(C)CC/C(C)=C\C(=O)C[C@@H](C)C[C@@H](OC1=O)[C@]23O

InChIKey:

                        XKDHGKWVZAFRQM-YPQLSFNRSA-N
                        
                    

InChI:

InChI=1S/C20H28O5/c1-11-5-6-19(4)10-15(22)17-13(3)18(23)25-16(20(17,19)24)9-12(2)8-14(21)7-11/h7,12,15-16,22,24H,5-6,8-10H2,1-4H3/b11-7-/t12-,15+,16-,19-,20+/m1/s1

Calculated Properties

ALogP:

2.456 lipophilicity

TPSA:

83.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006689

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

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
Metabolic / Lipid regulation	inhibition	triglyceride and total cholesterol accumulation	compound 6 significantly decreased OA-induced lipid droplet accumulation in hepatocytes at a concentration of 10 μM... attenuates FFA-stimulated lipid accumulation	10.3390/md24010030 Marine Drugs
Antitumor	cytotoxicity assay	HepG2 cells	these compounds exhibited no significant cytotoxicity within this concentration range, suggesting that the dosages were sufficiently biologically safe	10.3390/md24010030 Marine Drugs

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