SCS-C001638

Averufin

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Anthraquinones and anthrones

Chemical Structure

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Download: SDF SMILES

Source Information

Penicillium verruculosum (marine sponge)

Original source name: Penicillium verruculosum (from Spongia officinalis)

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

Xidao Island · 18°23.18'N, 109°36.71'E

DOI: 10.3389/fmicb.2023.1216928 · Frontiers in Microbiology

Drug-likeness (Lipinski Ro5)

Molecular Weight

368.3 Da

Threshold ≤ 500

ALogP

2.93

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H16O7

Molecular Weight:

368.3000 Da

SMILES:

C[C@]12CCC[C@H](O1)c1c(cc3c(c1O)C(=O)c1c(O)cc(O)cc1C3=O)O2

InChIKey:

                        RYFFZJHGQCKWMV-YUNKPMOVSA-N
                        
                    

InChI:

InChI=1S/C20H16O7/c1-20-4-2-3-12(26-20)16-13(27-20)7-10-15(19(16)25)18(24)14-9(17(10)23)5-8(21)6-11(14)22/h5-7,12,21-22,25H,2-4H2,1H3/t12-,20-/m0/s1

Calculated Properties

ALogP:

2.929 lipophilicity

TPSA:

113.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.3000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001638

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Anthraquinones and anthrones

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
Antitumor	IC50	HL60 (human myeloid leukemia cell line)	1.005 μM	10.3389/fmicb.2023.1216928 Frontiers in Microbiology

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