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SCS-C007292

(R)-2-chloro-3-(8-hydroxy-6-methoxy-1-oxo-1H-isochromen-3-yl)propyl acetate

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins
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Chemical Structure

Structure of (R)-2-chloro-3-(8-hydroxy-6-methoxy-1-oxo-1H-isochromen-3-yl)propyl acetate
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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.
Download: SDF SMILES

Source Information

Penicillium sp. (soft coral-derived fungus)
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA
South China Sea
DOI: 10.1016/s1875-5364(20)30031-5  · Chinese Journal of Natural Medicines

Drug-likeness (Lipinski Ro5)

Molecular Weight
326.7 Da
Threshold ≤ 500
ALogP
2.22
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C15H15ClO6
Molecular Weight:
326.7320 Da
SMILES:
COc1cc(O)c2c(=O)oc(C[C@@H](Cl)COC(C)=O)cc2c1
InChIKey:
XCFKXJLVPINCOK-SNVBAGLBSA-N
InChI:
InChI=1S/C15H15ClO6/c1-8(17)21-7-10(16)5-12-4-9-3-11(20-2)6-13(18)14(9)15(19)22-12/h3-4,6,10,18H,5,7H2,1-2H3/t10-/m1/s1
Calculated Properties
ALogP:
2.220 lipophilicity
TPSA:
85.97 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
2 (2 aromatic)
Chiral Centers:
1
Fsp³:
0.3333 fraction sp³ carbon

Database Information

Compound ID:
SCS-C007292
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
Glycoside:
No
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
Enzyme inhibition IC50 α-glucosidase 100.6 μmol·L-1 10.1016/s1875-5364(20)30031-5 Chinese Journal of Natural Medicines
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Structure enlarged