SCS-C001722
Sch 1385568
Pathway: Polyketides
Superclass: Chromanes
Class: Azaphilones
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 sp. HN29-3B1
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Dongzhaigang Mangrove National Nature Reserve
DOI:
10.1021/np500885f
· Journal of Natural Products
Talaromyces indigoticus FS688
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Trichocomaceae
Genus
Talaromyces
Species
Talaromyces indigoticus
South China Sea
· 2372 m
· 118°19.692′ N, 20°38.982′ E
DOI:
10.1002/cbdv.202500201
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
384.4 Da
Threshold ≤ 500
ALogP
2.57
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H20O7
Molecular Weight:
384.3840 Da
SMILES:
C/C=C/C1=CC2=CC(=O)[C@@](C)(O)[C@@H](OC(=O)c3c(C)cc(O)cc3O)C2=CO1
InChIKey:
SYFXCPIQIAFGIJ-PXODQFSGSA-N
InChI:
InChI=1S/C21H20O7/c1-4-5-14-7-12-8-17(24)21(3,26)19(15(12)10-27-14)28-20(25)18-11(2)6-13(22)9-16(18)23/h4-10,19,22-23,26H,1-3H3/b5-4+/t19-,21+/m0/s1
Calculated Properties
ALogP:
2.566 lipophilicity
TPSA:
113.29 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
3
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.2381 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001722
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Azaphilones
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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | α-glucosidase | 16.6 ± 0.5 μM | 10.1021/np500885f Journal of Natural Products |
| Anti-inflammatory | IC50 | nitric oxide production | 31.0–39.0 μM | 10.1002/cbdv.202500201 Chemistry & Biodiversity |