SCS-C006983
7,3'-dihydroxy-4'-methoxy-6-(2''-pyrrolidinone-5''-yl)-flavan
Pathway: Shikimates and Phenylpropanoids
Superclass: Flavonoids
Class: Flavans
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
Hymenocallis littoralis
(NA)
Original source name: Hymenocallis littoralis (Jacq.) Salisb. | H. littoralis
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Asparagales
Family
Amaryllidaceae
Genus
Hymenocallis
Species
Hymenocallis littoralis
South China Sea
· 23.0475° N, 113.3945° E | 23.0475°N, 113.3945°E
DOI:
10.1016/j.phytochem.2026.114967
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
355.4 Da
Threshold ≤ 500
ALogP
3.12
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H21NO5
Molecular Weight:
355.3900 Da
SMILES:
COc1ccc(C2CCc3cc(C4CCC(=O)N4)c(O)cc3O2)cc1O
InChIKey:
CSYPIAWNZDCJFF-UHFFFAOYSA-N
InChI:
InChI=1S/C20H21NO5/c1-25-18-6-3-12(9-16(18)23)17-5-2-11-8-13(14-4-7-20(24)21-14)15(22)10-19(11)26-17/h3,6,8-10,14,17,22-23H,2,4-5,7H2,1H3,(H,21,24)
Calculated Properties
ALogP:
3.124 lipophilicity
TPSA:
88.02 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
3
Ring Count:
4
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006983
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Flavonoids
NPClassifier Class:
Flavans
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 | NO production inhibition | Nitric oxide | compounds 1-13 and 16-18 were evaluated for their inhibitory effects on nitric oxide (NO) production in LPS-induced RAW 264.7 macrophages | 10.1016/j.phytochem.2026.114967 Phytochemistry |