SCS-C001483

Penicilliumin A (purpurogemutantidin)

Pathway: Terpenoids Superclass: Meroterpenoids Class: Tetraketide meroterpenoids

Chemical Structure

Structure of Penicilliumin A (purpurogemutantidin)

Loading 3D structure...

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. F00120 (soft coral-derived fungus)

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

South China Sea · -1300 m

DOI: 10.1038/s41598-017-11007-4 · Scientific Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

374.5 Da

Threshold ≤ 500

ALogP

3.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H34O4

Molecular Weight:

374.5210 Da

SMILES:

C=C1CC[C@@]2(C)C(C)(C)CCC[C@]2(C)[C@H]1C[C@]1(O)CC(=O)C(CO)=CC1=O

InChIKey:

                        PTQIWLSCHDCISA-DWJNZPNVSA-N
                        
                    

InChI:

InChI=1S/C23H34O4/c1-15-7-10-22(5)20(2,3)8-6-9-21(22,4)17(15)12-23(27)13-18(25)16(14-24)11-19(23)26/h11,17,24,27H,1,6-10,12-14H2,2-5H3/t17-,21+,22-,23-/m0/s1

Calculated Properties

ALogP:

3.757 lipophilicity

TPSA:

74.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7391 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001483

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Tetraketide meroterpenoids

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	—	cancer cells	inhibitory activities against several cancer cells	10.1038/s41598-017-11007-4 Scientific Reports

Back to Compounds