SCS-C001345

penicisteck acid Q

Pathway: Terpenoids Superclass: Sesquiterpenoids

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

378.5 Da

Threshold ≤ 500

ALogP

2.47

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H30O6

Molecular Weight:

378.4650 Da

SMILES:

CC(=O)OCC1(C)CC[C@@H]2[C@H](O)C([C@@H](C)/C=C/C=C/C(=O)O)=C[C@@H]2[C@]1(C)O

InChIKey:

                        FNIBMIIMYNHWHS-XXWSTUBXSA-N
                        
                    

InChI:

InChI=1S/C21H30O6/c1-13(7-5-6-8-18(23)24)16-11-17-15(19(16)25)9-10-20(3,21(17,4)26)12-27-14(2)22/h5-8,11,13,15,17,19,25-26H,9-10,12H2,1-4H3,(H,23,24)/b7-5+,8-6+/t13-,15-,17-,19-,20?,21-/m0/s1

Calculated Properties

ALogP:

2.467 lipophilicity

TPSA:

104.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.6190 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001345

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

N/A

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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