SCS-C007482
N-formyl-1,2-dihydrorenierone
Pathway: Alkaloids
Chemical Structure
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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.
Source Information
Jorunna funebris
(nudibranch)
Original source name: Jorunna funebris | Xestospongia sp.
Kingdom
Metazoa
Phylum
Mollusca
Class
Gastropoda
Order
Nudibranchia
Family
Discodorididae
Genus
Jorunna
Species
Jorunna funebris
South China Sea
· 10 m
DOI:
10.4155/fmc.15.169
· Future Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
345.4 Da
Threshold ≤ 500
ALogP
1.22
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H19NO6
Molecular Weight:
345.3510 Da
SMILES:
C/C=C(/C)C(=O)OCC1C2=C(C=CN1C=O)C(=O)C(C)=C(OC)C2=O
InChIKey:
VRZJVUPPQWDFAC-YHYXMXQVSA-N
InChI:
InChI=1S/C18H19NO6/c1-5-10(2)18(23)25-8-13-14-12(6-7-19(13)9-20)15(21)11(3)17(24-4)16(14)22/h5-7,9,13H,8H2,1-4H3/b10-5-
Calculated Properties
ALogP:
1.219 lipophilicity
TPSA:
89.98 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
2
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007482
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
N/A
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 | IC50 | NF-κB signaling pathway | 1.5 μM | 10.4155/fmc.15.169 Future Medicinal Chemistry |
| Antitumor | IC50 | A549 and HL-60 tumor cell lines | > 100.0 μM | 10.4155/fmc.15.169 Future Medicinal Chemistry |