SCS-C007370

6-(9'-purine-6',8'-diolyl)-2β-suberosanone

Pathway: Terpenoids Superclass: Sesquiterpenoids

Chemical Structure

Structure of 6-(9'-purine-6',8'-diolyl)-2β-suberosanone

Loading 3D structure...

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

Subergorgia suberosa (gorgonian)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Subergorgiidae Genus Subergorgia Species Subergorgia suberosa

South China Sea

DOI: 10.1021/np050105l · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

370.5 Da

Threshold ≤ 500

ALogP

2.91

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H26N4O3

Molecular Weight:

370.4530 Da

SMILES:

C[C@H]1CC[C@@H]2C(C)(C)C[C@@]23[C@@H]1CC(=O)[C@@H]3Cn1c(O)nc2c(O)ncnc21

InChIKey:

                        SBGNVSJMBCLXSX-ZHFZCPPLSA-N
                        
                    

InChI:

InChI=1S/C20H26N4O3/c1-10-4-5-14-19(2,3)8-20(14)11(10)6-13(25)12(20)7-24-16-15(23-18(24)27)17(26)22-9-21-16/h9-12,14H,4-8H2,1-3H3,(H,23,27)(H,21,22,26)/t10-,11+,12-,14+,20-/m0/s1

Calculated Properties

ALogP:

2.905 lipophilicity

TPSA:

101.13 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007370

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

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
Antitumor	IC50	human breast carcinoma MDA-MB-231 cell line	8.87 μg/mL	10.1021/np050105l Journal of Natural Products
Antitumor	qualitative activity at concentration	MCF cell line	50.0 μM	10.1021/np050105l Journal of Natural Products

Back to Compounds