Galanthan-1,2,10-triol, 3,12-didehydro-9-methoxy-, (1-alpha,2-beta)-
Basic information
- CAS
29429-03-6- Standard SMILES
COc1cc2c(cc1OC)[C@H]1[C@@H](O)[C@H](O)C=C3CCN(C2)[C@@H]31- InChIKey
SAQBCDZRDUPHCG-VZEFYGNVSA-N- Molecular formula
- C17H21NO4
- Average molar mass
- 303.35 g/mol
- Monoisotopic mass
- 303.14705815
Names & identifiers
- Preferred name
- Galanthan-1,2,10-triol, 3,12-didehydro-9-methoxy-, (1-alpha,2-beta)-
- IUPAC
- (1R,14R,15R,16R)-4,5-dimethoxy-9-azatetracyclo[7.6.1.02,7.012,16]hexadeca-2,4,6,12-tetraene-14,15-diol
- English name
- pseudolycorine
- Molecular formula
- C16H19NO4
- Molecular weight
- 289.33
Names & synonyms
Galanthan-1,2,10-triol, 3,12-didehydro-9-methoxy-, (1-.alpha.,2-.beta.)-Psi-lycorinePSEUDOLYCORIN3,12-Didehydro-9-methoxygalanthan-1α,2β,10-triolGalanthan-1,2,10-triol, 3,12-didehydro-9-methoxy-, (1-alpha,2-beta)- (9ci)1H-Pyrrolo[3,2,1-de]phenanthridine-1,2,10-triol, 2,4,5,7,11b,11c-hexahydro-9-methoxy-, (1S,2S,11bS,11cS)-
Database identifiers
- CAS
29429-03-6- PubChem CID
- 72379
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 62.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 468
Physicochemical properties
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
Chemistry & industry
Applications
DescriptionPseudolycorine can halt HeLa cell growth at 10-1 mM or lower concentrations, it at its growth inhibitory concentrations blocks protein synthesis in ascites cells and stabilize HeLa cell polysomes in vivo. Pseudolycorine exhibits cytotoxic profiles against cancer cell lines. 3. Pseudolycorine and haemanthamine show good activity in in vitro assays against Trypanosoma brucei rhodesiense, T. cruzi and Plasmodium falciparum with IC50 values in the range of 3.66 uM or lower. 4. Pseudolycorine, primarily studied as a new antiviral agent , it also shows remarkable antileukemic activity.
UsesPseudolycorine is an Amaryllidaceae alkaloid with anticancer activity[1].
Additional notes
DefinitionChEBI: Pseudolycorine is a member of phenanthridines.
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