SCS-C001270
3′-demethoxy-6′-desmethyl-5′-methoxycandidusin B
Pathway: Shikimates and Phenylpropanoids
Superclass: Terphenyls
Class: p-Terphenyls
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
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
354.3 Da
Threshold ≤ 500
ALogP
3.79
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H14O7
Molecular Weight:
354.3000 Da
SMILES:
COc1c(-c2ccc(O)c(O)c2)cc2oc3cc(O)c(O)cc3c2c1O
InChIKey:
UTCBJYZVZQSKKF-UHFFFAOYSA-N
InChI:
InChI=1S/C19H14O7/c1-25-19-9(8-2-3-11(20)12(21)4-8)6-16-17(18(19)24)10-5-13(22)14(23)7-15(10)26-16/h2-7,20-24H,1H3
Calculated Properties
ALogP:
3.790 lipophilicity
TPSA:
123.52 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
4
(4 aromatic)
Chiral Centers:
0
Fsp³:
0.0526 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001270
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Terphenyls
NPClassifier Class:
p-Terphenyls
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 |
|---|---|---|---|---|
| Antiviral | EC50 | HSV-2 | 4.3 ± 1.4 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 |