SCS-C006989
(2R,5′′S)-7-hydroxy-8-methyl-5-(2-oxopyrrolidin-5-yl)-2-(4-hydroxyphenyl)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.
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Asparagales
Family
Amaryllidaceae
Genus
Hymenocallis
Species
Hymenocallis littoralis
South China Sea
DOI:
10.1016/j.phytochem.2026.114967
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
339.4 Da
Threshold ≤ 500
ALogP
3.42
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H21NO4
Molecular Weight:
339.3910 Da
SMILES:
Cc1c(O)c([C@@H]2CCC(=O)N2)cc2c1O[C@@H](c1ccc(O)cc1)CC2
InChIKey:
DXWFXKOQRSUPGU-DLBZAZTESA-N
InChI:
InChI=1S/C20H21NO4/c1-11-19(24)15(16-7-9-18(23)21-16)10-13-4-8-17(25-20(11)13)12-2-5-14(22)6-3-12/h2-3,5-6,10,16-17,22,24H,4,7-9H2,1H3,(H,21,23)/t16-,17+/m0/s1
Calculated Properties
ALogP:
3.424 lipophilicity
TPSA:
78.79 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
4
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006989
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 |
|---|---|---|---|---|
| Metabolic / Lipid regulation | inhibition of LPS-induced NO production | NO | the apparent inhibitory effects of 4b, 10, 11, and 17 were confounded by their intrinsic cytotoxicity | 10.1016/j.phytochem.2026.114967 Phytochemistry |