Narciclasine

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Names

[ Name ]:
Narciclasine

[Synonym ]:
Lycoricidinol
Lycoricidin-A
(2S,3R,4S,4aR)-2,3,4,7-tetrahydroxy-3,4,4a,5-tetrahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one
(2S,3R,4S,4aR)-2,3,4,7-Tetrahydroxy-3,4,4a,5-tetrahydro[1,3]dioxolo[4,5-j]phenanthridin-6(2H)-one
[1,3]Dioxolo[4,5-j]phenanthridin-6(2H)-one, 3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-, (2S,3R,4S,4aR)-
Narciclasine

Chemical & Physical Properties

[ Density]:
1.9±0.1 g/cm3

[ Boiling Point ]:
733.8±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₄H₁₃NO₇

[ Molecular Weight ]:
307.255

[ Flash Point ]:
397.6±32.9 °C

[ Exact Mass ]:
307.069214

[ PSA ]:
128.48000

[ LogP ]:
0.59

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.797

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: JI5000000

CHEMICAL NAME :: (1,3)Dioxolo(4,5-j)phenanthridin-6(2H)-one, 3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-, (2S-(2-alpha,3-beta,4-beta,4a-beta))-

CAS REGISTRY NUMBER :: 29477-83-6

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C14-H13-N-O7

MOLECULAR WEIGHT :: 307.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: DNA damage

TEST SYSTEM :: Mammal - species unspecified Lymphocyte

DOSE/DURATION :: 30 mg/L

REFERENCE :: FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 32,67,1977

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H340

[ Precautionary Statements ]:
P201-P308 + P313

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

2,4-Cyclohexadien-1-carbonsaeure-methylester
bromo-5 hydroxy-4 benzodioxole-1,3
(+)-methyl (1β,2α,6β)-2-hydroxy-7-oxabicyclo[4,1,0]hept-3-ene-4-carboxylate
5-bromo-4-(1-ethoxyethoxy)-2H-benzo[d]1,3-dioxolane
methyl 5-(butyryloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate

DownStream

Articles

Simultaneous quantification of Amaryllidaceae alkaloids from Zephyranthes grandiflora by UPLC-DAD/ESI-MS/MS.

J. Pharm. Biomed. Anal. 71 , 187-92, (2012)

A rapid, simple and sensitive ultra performance liquid chromatography-diode array detection method (UPLC-DAD) was developed and validated for quantification of four biologically important Amaryllidace...

Seasonal accumulation of major alkaloids in organs of pharmaceutical crop Narcissus Carlton.

Phytochemistry 88 , 43-53, (2013)

Narcissus pseudonarcissus (L.) cv. Carlton is being cultivated as a main source of galanthamine from the bulbs. After galanthamine, haemanthamine and narciclasine are the next most abundant alkaloids ...

[Study on chemical constituents of the bulbs of Lycoris longituba].

Zhong Yao Cai 34(9) , 1366-8, (2011)

To study the chemical constituents of the Bulbs of Lycoris longituba.The chemical constituents were isolated and purified by means of chromatographic techniques and their structures were elucidated by...