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SML2230

Sigma-Aldrich

Nuciferine

≥98% (HPLC)

Synonym(s):

(-)-Nuciferine, (6aR)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-6-methyl-4H-dibenzo[de,g]quinoline, (R)-1,2-Dimethoxyaporphine, (R)-Nuciferine, 1,2-Dimethoxy-6a-aporphine, D-(-)-Nuciferine, Nuciferin, Sanjoinine E, 1,2-Dimethoxy 6aβ-aporphine

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About This Item

Empirical Formula (Hill Notation):
C19H21NO2
CAS Number:
475-83-2
Molecular Weight:
295.38
MDL number:
MFCD01664592
UNSPSC Code:
12352200
NACRES:
NA.77

biological source

Nelumbo nucifera

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -145 to -165°, c = 0.5 in ethanol

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

[H][C@]1(C2=C3C(OC)=C(OC)C=C2CCN1C)CC4=C3C=CC=C4

InChI

1S/C19H21NO2/c1-20-9-8-13-11-16(21-2)19(22-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3/t15-/m1/s1

InChI key

ORJVQPIHKOARKV-OAHLLOKOSA-N

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Biochem/physiol Actions

Nuciferine is a major active component from lotus leaf that produces antipsychotic-like effect in rodents. Nuciferine is a potent inverse agonist at human 5-HT7 receptor. Nuciferine attenuates fructose-induced hyperuricemia, dyslipidemia and systemic inflammation in rats.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Ming-Xing Wang et al.
Journal of agricultural and food chemistry (2016-10-11)
Nuciferine is a major active component from lotus leaf. This study examined the effects of nuciferine on fructose-induced renal injury and explored its possible mechanism. Rats consumed drinking water or 10% fructose for 12 wk. Fructose-fed rats were orally treated
Martilias S Farrell et al.
PloS one, 11(3), e0150602-e0150602 (2016-03-11)
The sacred lotus (Nelumbo nucifera) contains many phytochemicals and has a history of human use. To determine which compounds may be responsible for reported psychotropic effects, we used in silico predictions of the identified phytochemicals. Nuciferine, an alkaloid component of
John D Chan et al.
International journal for parasitology. Drugs and drug resistance, 6(3), 364-370 (2016-07-12)
5-hydroxytryptamine (5-HT) is a key regulator of muscle contraction in parasitic flatworms. In Schistosoma mansoni, the myoexcitatory action of 5-HT is effected through activation of a serotonergic GPCR (Sm.5HTR

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