SCS-C004838

peniphenone C

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthoquinones

Chemical Structure

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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 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

330.3 Da

Threshold ≤ 500

ALogP

2.45

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H18O6

Molecular Weight:

330.3360 Da

SMILES:

CC(=O)c1cc(C)c(O)c(CC2=C(C)C(=O)C(O)=C(C)C2=O)c1O

InChIKey:

                        AUXPTCQGDZVDQE-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C18H18O6/c1-7-5-12(10(4)19)18(24)13(14(7)20)6-11-8(2)16(22)17(23)9(3)15(11)21/h5,20,23-24H,6H2,1-4H3

Calculated Properties

ALogP:

2.452 lipophilicity

TPSA:

111.90 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.2778 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004838

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Naphthoquinones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24862

Biological Activity Data

No bioactivity data available for this compound.

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