SCS-C007512

coniochaetone B

Pathway: Polyketides Superclass: Chromanes Class: Chromones

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. GGF16-1-2 (soft coral-derived fungus)

Original source name: Penicillium sp. GGF16-1-2 (isolated from starfish)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium sp. GGF16-1-2

South China Sea

DOI: 10.1002/cbdv.201900052 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

232.2 Da

Threshold ≤ 500

ALogP

1.79

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H12O4

Molecular Weight:

232.2350 Da

SMILES:

Cc1cc(O)c2c(=O)c3c(oc2c1)CC[C@H]3O

InChIKey:

                        LHEGTEUTDBMPBL-SSDOTTSWSA-N
                        
                    

InChI:

InChI=1S/C13H12O4/c1-6-4-8(15)12-10(5-6)17-9-3-2-7(14)11(9)13(12)16/h4-5,7,14-15H,2-3H2,1H3/t7-/m1/s1

Calculated Properties

ALogP:

1.787 lipophilicity

TPSA:

70.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3077 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007512

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Chromones

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	inhibitory effect	eight pathogenic bacteria	none of the tested compounds showed inhibitory effects against the eight pathogenic bacteria at a concentration of 100 μg/mL.	10.1002/cbdv.201900052 Chemistry & Biodiversity
Antitumor	—	NCI-H1975/GR lung cancer cell lines	compounds 1–4 showed no cytotoxicity	10.1002/cbdv.201900052 Chemistry & Biodiversity
Enzyme inhibition	inhibitory activity	PDE4D2	enantiomeric mixtures 1, 3, and 4 showed weak inhibitory activity against PDE4D2.	10.1002/cbdv.201900052 Chemistry & Biodiversity

Back to Compounds