ChemicalBook--->CAS DataBase List--->2292-16-2

2292-16-2

2292-16-2 Structure

2292-16-2 Structure
IdentificationBack Directory
[Name]

Neferine
[CAS]

2292-16-2
[Synonyms]

Neferin
NEFERINE
Methylliensinine
Neferine USP/EP/BP
4''-O-Methylliensinine
4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-6-methoxy-1-(4-methoxybenzyl)-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
4-[(1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinolin-1-yl)methyl]-2-[[1,2,3,4-tetrahydro-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methylisoquinolin-7-yl]oxy]phenol
4-[[(1r)-6,7-dimethoxy-2-methyl-3,4-dihydro-1h-isoquinolin-1-yl]methyl]-2-[[(1r)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1h-isoquinolin-7-yl]oxy]phenol
4-[[(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]-2-[[(1R)-1,2,3,4-tetrahydro-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-7-isoquinolinyl]oxy]-phenol
Phenol,4-[[(1S)-1,2,3,4-tetrahydro-6,7-diMethoxy-2-Methyl-1-isoquinolinyl]Methyl]-2-[[(1R)-1,2,3,4-tetrahydro-6-Methoxy-1-[(4-Methoxyphenyl)Methyl]-2-Methyl-7-isoquinolinyl]oxy]-
[Molecular Formula]

C38H44N2O6
[MDL Number]

MFCD01707128
[MOL File]

2292-16-2.mol
[Molecular Weight]

624.77
Chemical PropertiesBack Directory
[Melting point ]

59-61 °C
[Boiling point ]

710.9±60.0 °C(Predicted)
[density ]

1.185±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: >15mg/mL
[form ]

powder
[pka]

9.28±0.45(Predicted)
[color ]

white to beige
[optical activity]

[α]/D -34 to -44° (c=0 3. CHCl3)
[InChIKey]

MIBATSHDJRIUJK-ROJLCIKYSA-N
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

SM9495000
Hazard InformationBack Directory
[Description]

A bisbenzylisoquinoline alkaloid from Nelumbo nucifera, the structure of this base has been shown to be that represented above based upon chemical degrada_x0002_tive studies and spectroscopic data. Four methoxyl groups, one hydroxyl and two methylimino groups are present.
[Uses]

Neferine is an isoquinoline alkaloid which enhances the antitumor effect of Mitomycin-C in hela cells through activation of p38-MAPK. Useful in the treatment of cervical cancers.
[Definition]

ChEBI: Neferine is a member of isoquinolines.
[Biochem/physiol Actions]

Neferine is a bis-benzylisoquinoline alkaloid isolated from the green seed embryos Nelumbo Nucifera Gaertn (Lotus) that displays multiple pharmacological activities including anti-tumor, antidepressant-like and antiarrhythmic actions. Recent studies shown that neferine potently inhibits proliferation of human osteosarcoma cells while is low-toxic on non-neoplastic human osteoblast cells. Apparently in U2OS cells, neferine stabilizes p21 through the activation of p38 MAPK, which leads to G1 cell cycle arrest. Also, neferine inhibits Ang II-induced HUVSMC proliferation by upregulation of HO-1.
[References]

Yang, Chen.,J. Chin. Chem. Soc., 17,235 (1970)
Spectrum DetailBack Directory
[Spectrum Detail]

Neferine(2292-16-2)1HNMR
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