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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H17NO4.ClH.H2O
Molecular Weight 341.787
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LYCORINE HYDROCHLORIDE MONOHYDRATE

SMILES

O.Cl.O[C@H]1C=C2CCN3CC4=C(C=C5OCOC5=C4)[C@@H]([C@@H]23)[C@@H]1O

InChI

InChIKey=ZOERACVSGIQXBP-CANOEZFNSA-N
InChI=1S/C16H17NO4.ClH.H2O/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19;;/h3-5,11,14-16,18-19H,1-2,6-7H2;1H;1H2/t11-,14-,15+,16+;;/m0../s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C16H17NO4
Molecular Weight 287.3105
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Lycorine is a natural pyrrolo[de]phenanthridine ring-type alkaloid extracted from Amaryllidaceae. It has been reported to exhibit a wide range of physiological effects, including anti-viral, anti-malarial, anti-cancer and anti-inflammatory. Although a defined target or mechanism of action of lycorine is still unknown, it is a candidate anti-inflammatory and anti-cancer drug.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
213.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
In a preclinical study, mice were given lycorine at 5 mg/kg/day or 10 mg/kg/day.
Route of Administration: Intraperitoneal
In Vitro Use Guide
In a cell viability assay, PC-3M, LNCaP, 22RV1, DU145 and PNT1A cells were treated with various concentrations of lycorine (0, 0.05, 0.1, 1, 5, 10, 20, 50 and 100 uM) for 48 hours.
Substance Class Chemical
Record UNII
MV74FFE325
Record Status Validated (UNII)
Record Version