SCS-C004737

peniphenone B

Pathway: Shikimates and Phenylpropanoids Superclass: Flavonoids

Chemical Structure

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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

398.4 Da

Threshold ≤ 500

ALogP

2.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H18O8

Molecular Weight:

398.3670 Da

SMILES:

CC(=O)c1cc(C)c(O)c(Cc2c(O)cc(-c3ccc(O)c(O)c3)oc2=O)c1O

InChIKey:

                        DMQKBLQAFZIXPZ-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C21H18O8/c1-9-5-12(10(2)22)20(27)14(19(9)26)7-13-16(24)8-18(29-21(13)28)11-3-4-15(23)17(25)6-11/h3-6,8,23-27H,7H2,1-2H3

Calculated Properties

ALogP:

2.937 lipophilicity

TPSA:

148.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.1429 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004737

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Flavonoids

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24861

Biological Activity Data

No bioactivity data available for this compound.

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