SCS-C004551

(+)-peniphenone A

Pathway: Polyketides

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 dipodomyicola (NA)

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

South China Sea

DOI: 10.1021/np400880w.nat.prod.rep.thisjournalis©theroyalsocietyofchemistry2016naturalproductreportsreviewpublishedon03february2016.downloadedon03/02/201623:47:12.viewarticleonline · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

332.4 Da

Threshold ≤ 500

ALogP

3.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H24O5

Molecular Weight:

332.3960 Da

SMILES:

CC(=O)c1cc(C)c2c(c1O)C[C@H](C)[C@@]1(O2)O[C@@H](C)CC(=O)[C@@H]1C

InChIKey:

                        MPAXYIAYBXQBDW-DEFUNYHZSA-N
                        
                    

InChI:

InChI=1S/C19H24O5/c1-9-6-14(13(5)20)17(22)15-7-10(2)19(24-18(9)15)12(4)16(21)8-11(3)23-19/h6,10-12,22H,7-8H2,1-5H3/t10-,11-,12-,19-/m0/s1

Calculated Properties

ALogP:

3.184 lipophilicity

TPSA:

72.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5789 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004551

NPClassifier Pathway:

Polyketides

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 CMNPD: CMNPD24860

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds