SCS-C001342

penicisteck acid N

Pathway: Polyketides Superclass: Cyclic polyketides Class: Decalins with side chains

Chemical Structure

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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

304.4 Da

Threshold ≤ 500

ALogP

2.74

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H24O4

Molecular Weight:

304.3800 Da

SMILES:

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

InChIKey:

                        JTEHQBJQDWEVIG-GEAZFZAZSA-N
                        
                    

InChI:

InChI=1S/C18H24O4/c1-12-10-18(3,22)11-13-7-9-17(2,16(21)15(12)13)8-5-4-6-14(19)20/h4-9,12-13,15,22H,10-11H2,1-3H3,(H,19,20)/b6-4+,8-5+/t12-,13+,15+,17-,18-/m1/s1

Calculated Properties

ALogP:

2.742 lipophilicity

TPSA:

74.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.5556 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001342

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Decalins with side chains

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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