SCS-C001132
phomopsichin B
Pathway: Polyketides
Superclass: Aromatic polyketides
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
Diaporthe phaseolorum SKS019
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Diaporthales
Family
Diaporthaceae
Genus
Diaporthe
Species
Diaporthe phaseolorum
Beibu Gulf
DOI:
10.1039/c7ra03032k
· RSC Advances
Drug-likeness (Lipinski Ro5)
Molecular Weight
350.3 Da
Threshold ≤ 500
ALogP
1.90
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H18O8
Molecular Weight:
350.3000 Da
SMILES:
COC(=O)c1cc(OC)c(O)c2oc3c(c(=O)c12)[C@@H](OC)O[C@H](C)C3
InChIKey:
YRKLCQUFDCORNN-GJEGPGMTSA-N
InChI:
InChI=1S/C17H18O8/c1-7-5-9-12(17(23-4)24-7)14(19)11-8(16(20)22-3)6-10(21-2)13(18)15(11)25-9/h6-7,17-18H,5H2,1-4H3/t7-,17+/m1/s1
Calculated Properties
ALogP:
1.900 lipophilicity
TPSA:
104.43 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
8
Rotatable Bonds:
3
Ring Count:
3
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.4118 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001132
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Anti-inflammatory | — | NF-κB | osteoclastogenesis inhibitory | 10.1039/c7ra03032k RSC Advances |