SCS-C006993
(2R,5′′R)-7-hydroxy-5-(2-oxopyrrolidin-5-yl)-2-(3-hydroxy-4-methoxyphenyl)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
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:
COc1cc([C@H]2CCc3cc([C@@H]4CCC(=O)N4)c(O)cc3O2)ccc1O
InChIKey:
VAVGQNCBBHFALD-WMLDXEAASA-N
InChI:
InChI=1S/C20H21NO5/c1-25-19-9-12(2-5-15(19)22)17-6-3-11-8-13(14-4-7-20(24)21-14)16(23)10-18(11)26-17/h2,5,8-10,14,17,22-23H,3-4,6-7H2,1H3,(H,21,24)/t14-,17+/m0/s1
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-C006993
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
No bioactivity data available for this compound.