(-)-Lycorine

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Names

[ CAS No. ]:
476-28-8

[ Name ]:
(-)-Lycorine

[Synonym ]:
3,3a-Didehydrolycoran-1a,2b-diol
Amarylline
(1a,2b)-3,12-Didehydro-9,10-[methylenebis(oxy)]galanthan-1,2-diol
(1S,2S,12bS,12cS)-2,4,5,7,12b,12c-Hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol
1H-[1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, 2,4,5,7,12b,12c-hexahydro-, (1S,2S,12bS,12cS)-
Lycorine
(1S,2S,12bS,12cS)-1,2-diol-2,4,5,7,12b,12c-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine
Galanthidine
Belamarine
Licorine
Narcissine

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
477.4±45.0 °C at 760 mmHg

[ Melting Point ]:
253-255ºC (dec.)

[ Molecular Formula ]:
C16H17NO4

[ Molecular Weight ]:
287.310

[ Flash Point ]:
242.5±28.7 °C

[ Exact Mass ]:
287.115753

[ PSA ]:
62.16000

[ LogP ]:
0.77

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.733

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OL2900000
CHEMICAL NAME :
Lycoran-1-alpha,2-beta-diol, 3,3-alpha-didehydro-
CAS REGISTRY NUMBER :
476-28-8
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H17-N-O4
MOLECULAR WEIGHT :
287.34

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
10700 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - rigidity (including catalepsy) Lungs, Thorax, or Respiration - other changes
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 56(1),23S,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
145 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - rigidity (including catalepsy) Lungs, Thorax, or Respiration - other changes
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 56(1),23S,1960

Safety Information

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R25

[ Safety Phrases ]:
45

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ Hazard Class ]:
9.0

Synthetic Route

Precursor & DownStream

Precursor

  • 1-acetyl-2-chlorolycorine
  • 1,2-Diacetoxylycorine
  • (1S,2S,3a(1)S,12bS)-7-oxo-2,3a(1),4,5,7,12b-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrole[3,2,1-de]phenanthridine-1,2-diyl diacetate
  • 1-Acetoxylycorine
  • 1α-hydroxy-9,10-methanediyldioxy-galanth-2-en-7-one
  • α-dihydrolycorine lactam
  • (1S,2S,3a(1)S,12bS)-1,2-dihydroxy-3a(1),4,5,12b-tetrahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-7(2H)-one
  • 9,10-methanediyldioxy-galanth-1-en-7-one

DownStream

  • Anhydrolycorinone
  • anhydrolycorine
  • 5-methyl-[1,3]dioxolo[4,5-j]phenanthridin-6-one

Related Compounds

  • (-)-lycorine
  • (-)-Lycorine
  • Lycorine Hydrochloride Monohydrate
  • Lycorine chloride
  • methylpseudolycorine
  • Hippadine