SCS-C001655
citrinin H1
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
Cladosporium sp. JS1-2
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Cladosporiales
Family
Cladosporiaceae
Genus
Cladosporium
Species
NA
Dongzhaigang
DOI:
10.1038/s41429-019-0206-8
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
426.5 Da
Threshold ≤ 500
ALogP
3.58
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H26O7
Molecular Weight:
426.5000 Da
SMILES:
CC1=C([C@H](C)[C@@H](C)OC=O)C(=O)C2=C(C1=O)[C@@H]1O[C@H](C)[C@@H](C)c3c(C)c(O)cc(c31)O2
InChIKey:
DPWQFCNWSJVFTQ-XYSRGHDZSA-N
InChI:
InChI=1S/C24H26O7/c1-9(13(5)29-8-25)18-12(4)21(27)20-23-19-16(31-24(20)22(18)28)7-15(26)11(3)17(19)10(2)14(6)30-23/h7-10,13-14,23,26H,1-6H3/t9-,10-,13-,14-,23-/m1/s1
Calculated Properties
ALogP:
3.576 lipophilicity
TPSA:
99.13 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
4
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.4583 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001655
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 |
|---|---|---|---|---|
| Antibacterial | IC50 | Helicoverpa armigera Hubner | 100.0 μg/mL | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |
| Antibacterial | MIC | Staphylococcus aureus | 6.25 μg/mL | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |
| Antibacterial | MIC | Escherichia coli | 12.5 μg/mL | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |
| Antibacterial | MIC | Bacillus cereus | 12.5 μg/ml | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |