SCS-C006194

β-diversonolic ester

Pathway: Polyketides Superclass: Chromanes | Xanthones Class: Chromones | Methyl xanthones

Chemical Structure

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

Penicillium sp. (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

South China Sea

DOI: 10.3390/md17070398 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

320.3 Da

Threshold ≤ 500

ALogP

0.47

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H16O7

Molecular Weight:

320.2970 Da

SMILES:

COC(=O)[C@]1(O)c2c(oc3cc(C)cc(O)c3c2=O)CC[C@H]1O

InChIKey:

                        YZMBEUQMDLBCDY-BDJLRTHQSA-N
                        
                    

InChI:

InChI=1S/C16H16O7/c1-7-5-8(17)12-10(6-7)23-9-3-4-11(18)16(21,15(20)22-2)13(9)14(12)19/h5-6,11,17-18,21H,3-4H2,1-2H3/t11-,16-/m1/s1

Calculated Properties

ALogP:

0.475 lipophilicity

TPSA:

117.20 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3750 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006194

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes Xanthones

NPClassifier Class:

Chromones Methyl xanthones

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
Antibacterial	MIC	A. baumannii, Klebsiella pneumonia, Escherichia coli, S. aureus, Enterococcus faecalis	> 100.0 μg/mL	10.3390/md17070398 Marine Drugs
Antitumor	inhibitory activity	MGC803, MDA-MB-231, C4-2B, 143B, A549	< 5.0 μM	10.3390/md17070398 Marine Drugs

Back to Compounds