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D-Tetrahydropalmatine

Names

[ CAS No. ]:
3520-14-7

[ Name ]:
D-Tetrahydropalmatine

[Synonym ]:
6H-Dibenzo[a,g]quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-, (13aS)-
levo-tetrahydropalmatine
6H-Dibenzo[a,g]quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-, (13aR)-
(S)-tetrahydropalmatine
(13aS)-2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline
Tetrahydropalmatine
(+)-Tetrahydropalmatine
(13aS)-2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline
d-Tetrahydropalmatine
l-Tetrahydropalmatine
(-)-Tetrahydropalmatine
(R)-(+)-tetrahydropalmatine
D-Tetrahydropalmatin
(13aR)-2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline

Biological Activity

[Description]:

D-Tetrahydropalmatine is an isoquinoline alkaloid, mainly in the genus Corydalis[1]. D-Tetrahydropalmatine is a Dopamine (DA) receptor antagonist with preferential affinity toward the D1 receptors[2]. D-Tetrahydropalmatine is a potent organic cation transporter 1 (OCT1) inhibitor[3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor
Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor
Research Areas >> Metabolic Disease

[Target]

DA[2], OCT1[3]


[References]

[1]. Ma ZJ, et al. [Effects of different types and standard of processing vinegaron inherent constituents in rhizoma of Corydalis yanhusuo]. Zhongguo Zhong Yao Za Zhi. 2006 Mar;31(6):465-7.

[2]. Xu SX, et al. Effects of tetrahydroprotoberberines on dopamine receptor subtypes in brain. Zhongguo Yao Li Xue Bao. 1989 Mar;10(2):104-10.

[3]. Tu M, et al. Organic cation transporter 1 mediates the uptake of monocrotaline and plays an important rolein its hepatotoxicity. Toxicology. 2013 Sep 15;311(3):225-30.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
482.9±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C21H25NO4

[ Molecular Weight ]:
355.427

[ Flash Point ]:
138.7±25.9 °C

[ Exact Mass ]:
355.178345

[ PSA ]:
40.16000

[ LogP ]:
3.70

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.609

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds