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SCS-C001269

3″-deoxy-6′-O-desmethylcandidusin B

Pathway: Shikimates and Phenylpropanoids Superclass: Terphenyls Class: p-Terphenyls
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Chemical Structure

Structure of 3″-deoxy-6′-O-desmethylcandidusin B
Loading 3D structure...
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. SCSIO 41030 (soft coral-derived fungus)
Original source name: Penicillium sp. SCSIO41030
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA
South China Sea  · -1509m
DOI: 10.1021/acs.jnatprod.1c00400  · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight
338.3 Da
Threshold ≤ 500
ALogP
4.08
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C19H14O6
Molecular Weight:
338.3150 Da
SMILES:
COc1c(-c2ccc(O)cc2)cc(O)c2c1oc1cc(O)c(O)cc12
InChIKey:
PLXYXSNSJXMTSA-UHFFFAOYSA-N
InChI:
InChI=1S/C19H14O6/c1-24-18-11(9-2-4-10(20)5-3-9)6-15(23)17-12-7-13(21)14(22)8-16(12)25-19(17)18/h2-8,20-23H,1H3
Calculated Properties
ALogP:
4.084 lipophilicity
TPSA:
103.29 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
4 (4 aromatic)
Chiral Centers:
0
Fsp³:
0.0526 fraction sp³ carbon

Database Information

Compound ID:
SCS-C001269
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Terphenyls
NPClassifier Class:
p-Terphenyls
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
Antiviral EC50 HSV-2 4.1 ± 0.5 μM 10.1021/acs.jnatprod.1c00400 Journal of Natural Products
Enzyme inhibition IC50 AChE 16.0–57.0 μM 10.1021/acs.jnatprod.1c00400 Journal of Natural Products
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Structure enlarged