SCS-C001267

Peniterphenyl B

Pathway: Shikimates and Phenylpropanoids

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 sp. SCSIO 41030 (soft coral-derived fungus)

Original source name: Penicillium sp. SCSIO41030

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

South China Sea · -1509m

DOI: 10.1021/acs.jnatprod.1c00400 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

312.3 Da

Threshold ≤ 500

ALogP

2.80

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H12O6

Molecular Weight:

312.3000 Da

SMILES:

O=c1cc(-c2ccc(O)c(O)c2)c(-c2ccc(O)c(O)c2)co1

InChIKey:

                        GXXIKRTWDRDXDX-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C17H12O6/c18-13-3-1-9(5-15(13)20)11-7-17(22)23-8-12(11)10-2-4-14(19)16(21)6-10/h1-8,18-21H

Calculated Properties

ALogP:

2.796 lipophilicity

TPSA:

111.13 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.0000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001267

NPClassifier Pathway:

Shikimates and Phenylpropanoids

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

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
Antiviral	EC50	HSV-2	9.3 ± 3.7 μM	10.1021/acs.jnatprod.1c00400 Journal of Natural Products
Enzyme inhibition	IC50	AChE	16.0–57.0 μM	10.1021/acs.jnatprod.1c00400 Journal of Natural Products

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