(S)-(-)-Stepholidine

Modify Date: 2024-01-02 17:59:02

(S)-(-)-Stepholidine Structure
(S)-(-)-Stepholidine structure
 Common Name (S)-(-)-Stepholidine
CAS Number 16562-13-3 Molecular Weight 327.374
Density 1.4±0.1 g/cm3 Boiling Point 524.0±50.0 °C at 760 mmHg
Molecular Formula C19H21NO4 Melting Point 120-122ºC
MSDS N/A Flash Point 270.7±30.1 °C

 Use of (S)-(-)-Stepholidine


L-Stepholidine (Stepholidine), an alkaloid extract of the Chinese herb Stephania intermedia, is the first compound known to exhibit mixed dopamine D1 receptor agonist/D2 antagonist properties. L-Stepholidine (Stepholidine) has neuroprotective effect and inhibits heroin-induced reinstatement. L-Stepholidine (Stepholidine) is a potential medication for the treatment of opiate addiction[1][2][3].

 Names

Name L-Stepholidine
Synonym More Synonyms

 (S)-(-)-Stepholidine Biological Activity

Description L-Stepholidine (Stepholidine), an alkaloid extract of the Chinese herb Stephania intermedia, is the first compound known to exhibit mixed dopamine D1 receptor agonist/D2 antagonist properties. L-Stepholidine (Stepholidine) has neuroprotective effect and inhibits heroin-induced reinstatement. L-Stepholidine (Stepholidine) is a potential medication for the treatment of opiate addiction[1][2][3].
Related Catalog
Target

Dopamine D1 receptor[1] Dopamine D2 receptor[1]

References

[1]. Ma B, et al. L-stepholidine, a natural dopamine receptor D1 agonist and D2 antagonist, inhibits heroin-induced reinstatement. Neurosci Lett. 2014 Jan 24;559:67-71.

[2]. Zhou M, et al. The Neuroprotective Effect of L-Stepholidine on Methamphetamine-Induced Memory Deficits in Mice. Neurotox Res. 2019 Aug;36(2):376-386.

[3]. Wang W, et al. The effect of L-stepholidine, a novel extract of Chinese herb, on the acquisition, expression, maintenance, and re-acquisition of morphine conditioned place preference in rats. Neuropharmacology. 2007 Feb;52(2):355-61. Epub 2006 Oct 5.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 524.0±50.0 °C at 760 mmHg
Melting Point 120-122ºC
Molecular Formula C19H21NO4
Molecular Weight 327.374
Flash Point 270.7±30.1 °C
Exact Mass 327.147064
PSA 62.16000
LogP 2.16
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.680

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DR9823500
CHEMICAL NAME :
13a-alpha-Berbine-2,10-diol, 3,9-dimethoxy-
CAS REGISTRY NUMBER :
16562-13-3
LAST UPDATED :
198707
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C19-H21-N-O4
MOLECULAR WEIGHT :
327.41

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 :
928 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 6,156,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
358 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 7,522,1986

 Safety Information

HS Code 2933990090

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

(13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline-2,10-diol
(13aS)-3,9-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,10-diol
(-)-Stepholidine
6H-Dibenzo[a,g]quinolizine-2,10-diol, 5,8,13,13a-tetrahydro-3,9-dimethoxy-, (13aS)-
(S)-3,9-Dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinoline-2,10-diol
(13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-2,10-diol
L-Stepholidine
Stepholidine
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