SCS-C004391

peniphenone D

Pathway: Polyketides Superclass: Phloroglucinols Class: Dimeric phloroglucinols

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.

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

Drug-likeness (Lipinski Ro5)

Molecular Weight

292.3 Da

Threshold ≤ 500

ALogP

1.91

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H16O6

Molecular Weight:

292.2870 Da

SMILES:

CC(=O)c1cc(C)c(O)c(CC2=C(O)[C@@H](C)OC2=O)c1O

InChIKey:

                        YLIUZRWENFNXMA-MRVPVSSYSA-N
                        
                    

InChI:

InChI=1S/C15H16O6/c1-6-4-9(7(2)16)14(19)10(12(6)17)5-11-13(18)8(3)21-15(11)20/h4,8,17-19H,5H2,1-3H3/t8-/m1/s1

Calculated Properties

ALogP:

1.909 lipophilicity

TPSA:

104.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004391

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Phloroglucinols

NPClassifier Class:

Dimeric phloroglucinols

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24863

Biological Activity Data

No bioactivity data available for this compound.

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