SCS-C000491
8-chloro-5,8,9,10-tetrahydro-5,9-dihydroxy-10-methyl-2H-oxecin-2-one
Pathway: Polyketides
Superclass: Macrolides
Class: Macrolide lactones
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Lophiostoma sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Lophiostomataceae
Genus
Lophiostoma
Species
NA
South China Sea
DOI:
10.1002/cbdv.201400331
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
229.7 Da
Threshold ≤ 500
ALogP
0.37
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C10H13ClO4
Molecular Weight:
229.6888 Da
SMILES:
C[C@H]1OC(=O)C=C[C@H]([13OH])C=C[C@H](Cl)[C@H]1O
InChIKey:
IIIFVUMJBALUGH-QTGZTGLGSA-N
InChI:
InChI=1S/C10H13ClO4/c1-6-10(14)8(11)4-2-7(12)3-5-9(13)15-6/h2-8,10,12,14H,1H3/t6-,7-,8+,10+/m1/s1/i12-3
Calculated Properties
ALogP:
0.373 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
1
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000491
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Macrolide lactones
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 | Bacillus cereus | 3.12 μM | 10.1002/cbdv.201400331 Chemistry & Biodiversity |