SCS-C001268

Peniterphenyl C

Pathway: Shikimates and Phenylpropanoids Superclass: Terphenyls Class: p-Terphenyls

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

322.3 Da

Threshold ≤ 500

ALogP

3.01

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H10O6

Molecular Weight:

322.3000 Da

SMILES:

O=C1C(c2ccc(O)cc2)=CC(=O)c2c1oc1cc(O)c(O)cc21

InChIKey:

                        KHEVLHQNUJYOKG-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C18H10O6/c19-9-3-1-8(2-4-9)10-5-14(22)16-11-6-12(20)13(21)7-15(11)24-18(16)17(10)23/h1-7,19-21H

Calculated Properties

ALogP:

3.012 lipophilicity

TPSA:

107.97 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (3 aromatic)

Chiral Centers:

Fsp³:

0.0000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001268

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Terphenyls

NPClassifier Class:

p-Terphenyls

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
Enzyme inhibition	IC50	AChE	16.0–57.0 μM	10.1021/acs.jnatprod.1c00400 Journal of Natural Products
Antiviral	EC50	HSV-1	> 20.0 μM	10.1021/acs.jnatprod.1c00400 Journal of Natural Products

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