SCS-C007652
penicisteckin H
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Penicillium steckii SCSIO 41228
(Penicillium)
Original source name: Penicillium steckii SCISO 41228
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium steckii
South China Sea
DOI:
10.1002/cbdv.202402152
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
386.4 Da
Threshold ≤ 500
ALogP
3.88
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H26O6
Molecular Weight:
386.4440 Da
SMILES:
COc1cc(O)c(-c2c(O)c(C)c3c(c2OC)O[C@@H](C)C3)c2c1CO[C@@H](C)C2
InChIKey:
DQWOVSJZJDAEGD-QWRGUYRKSA-N
InChI:
InChI=1S/C22H26O6/c1-10-6-14-15(9-27-10)17(25-4)8-16(23)18(14)19-20(24)12(3)13-7-11(2)28-21(13)22(19)26-5/h8,10-11,23-24H,6-7,9H2,1-5H3/t10-,11-/m0/s1
Calculated Properties
ALogP:
3.875 lipophilicity
TPSA:
77.38 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
3
Ring Count:
4
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.4545 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007652
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |
|---|---|---|---|---|
| Antibacterial | MIC | methicillin-resistant Staphyloccocus aureus (MRSA) | 4.0 μg/mL | 10.1002/cbdv.202402152 Chemistry & Biodiversity |
| Antibacterial | MIC | Micrococcus luteus ML01 | 4.0 μg/mL | 10.1002/cbdv.202402152 Chemistry & Biodiversity |
| Antibacterial | MIC | Staphyloccocus aureus ATCC29213 | 64.0 μg/mL | 10.1002/cbdv.202402152 Chemistry & Biodiversity |
| Antibacterial | MIC | Enterococcus faecalis ATCC29212 | 64.0 μg/mL | 10.1002/cbdv.202402152 Chemistry & Biodiversity |
| Antioxidant | IC50 | DPPH free radical | 10.76 μg/mL | 10.1002/cbdv.202402152 Chemistry & Biodiversity |