Introduction：Basic information about CAS 16562-13-3|(S)-(-)-Stepholidine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | (S)-(-)-Stepholidine |
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| CAS Number | 16562-13-3 | Molecular Weight | 327.374 |
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| Density | 1.4±0.1 g/cm3 | Boiling Point | 524.0±50.0 °C at 760 mmHg |
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| Molecular Formula | C19H21NO4 | Melting Point | 120-122ºC |
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| MSDS | / | Flash Point | 270.7±30.1 °C |
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Names
| Name | L-Stepholidine |
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| Synonym | More Synonyms |
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(S)-(-)-Stepholidine BiologicalActivity
| 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]. |
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| Related Catalog | Signaling Pathways >>GPCR/G Protein >>Dopamine ReceptorSignaling Pathways >>Neuronal Signaling >>Dopamine ReceptorResearch Areas >>Neurological Disease |
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| Target | Dopamine D1 receptor[1] Dopamine D2 receptor[1] |
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| 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. |
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Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
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| Boiling Point | 524.0±50.0 °C at 760 mmHg |
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| Melting Point | 120-122ºC |
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| Molecular Formula | C19H21NO4 |
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| Molecular Weight | 327.374 |
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| Flash Point | 270.7±30.1 °C |
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| Exact Mass | 327.147064 |
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| PSA | 62.16000 |
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| LogP | 2.16 |
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| Vapour Pressure | 0.0±1.4 mmHg at 25°C |
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| Index of Refraction | 1.680 |
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| InChIKey | JKPISQIIWUONPB-HNNXBMFYSA-N |
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| SMILES | COc1cc2c(cc1O)C1Cc3ccc(O)c(OC)c3CN1CC2 |
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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 DATAACUTE 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
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Safety Information
Customs
| HS Code | 2933990090 |
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| 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% |
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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 |
