SCS-C001350

penitanzacid H

Pathway: Polyketides Superclass: Cyclic polyketides Class: Decalins with side chains | Monacolins and Monacolin derivatives

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Chemical Structure

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Download: SDF SMILES

Source Information

Penicillium steckii SCSIO 41025 (Penicillium)

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

South China Sea

DOI: 10.1021/acs.jmedchem.3c01748 · Journal of Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

264.4 Da

Threshold ≤ 500

ALogP

2.86

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H24O3

Molecular Weight:

264.3700 Da

SMILES:

C[C@@H]1C[C@@](C)(O)C[C@@H]2C=C[C@H](C)[C@H](/C=C/C(=O)O)[C@@H]12

InChIKey:

                        IIDYLMRVUSQEQI-CPUMDMFBSA-N
                        
                    

InChI:

InChI=1S/C16H24O3/c1-10-4-5-12-9-16(3,19)8-11(2)15(12)13(10)6-7-14(17)18/h4-7,10-13,15,19H,8-9H2,1-3H3,(H,17,18)/b7-6+/t10-,11+,12-,13-,15-,16+/m0/s1

Calculated Properties

ALogP:

2.863 lipophilicity

TPSA:

57.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.6875 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001350

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Decalins with side chains Monacolins and Monacolin derivatives

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
Anti-inflammatory	IC50	RAW264.7 cells	12.37–26.29 μM	10.1021/acs.jmedchem.3c01748 Journal of Medicinal Chemistry

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