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R0875

Reserpine

Name: Reserpine
Brand: SIGMA

Monoamine transport inhibitor

Synonym(s):

(3β, 16β, 17α, 18β, 20α)-11,17-Dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester

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About This Item

Empirical Formula (Hill Notation):

C₃₃H₄₀N₂O₉

CAS Number:

50-55-5

Molecular Weight:

608.68

NACRES:

NA.77

PubChem Substance ID:

24278208

UNSPSC Code:

12352200

EC Number:

200-047-9

MDL number:

MFCD00005091

Beilstein/REAXYS Number:

102014

Quality level:

200

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Properties

Product Name

Reserpine,

Quality Level

200

mp

~265 °C (dec.)

SMILES string

CO[C@H]1[C@@H](C[C@@H]2CN3CCc4c([nH]c5cc(OC)ccc45)[C@H]3C[C@@H]2[C@@H]1C(=O)OC)OC(=O)c6cc(OC)c(OC)c(OC)c6

InChI

1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1

InChI key

QEVHRUUCFGRFIF-MDEJGZGSSA-N

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363), SLC18A2(6571)

Description

Application

Reserpine has been used:

to study its effect on minimal inhibitory concentration of trovafloxacin and ciprofloxacin
inject rats, to study its effect on behavioural parameters such as locomotion and fear/anxiety
as a lock spray reference compound in lipid profiling

Biochem/physiol Actions

Reserpine is an alkaloid present in Rauwolfia species. It is useful in treating systemic hypertension, schizophrenia, psychiatric disorders and Raynaud′s syndrome. Reserpine is known to inhibit adrenaline induced-cutaneous blood vessel constriction. It diminishes the effect of hyperthyroidism on cardiovascular and nervous system.

Inhibits vesicular uptake of catecholamines and serotonin.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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pictograms

GHS08,GHS07

signalword

Danger

hcodes

H302,H336,H351,H360D

pcodes

P201 - P301 + P312 + P330 - P308 + P313

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Repr. 1A - STOT SE 3

target_organs

Central nervous system

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

涉药品监管产品

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Articles

Discover Bioactive Small Molecules for ADME/Tox

Effects of long-term intake of lactotripeptides on cardiovascular risk factors in hypertensive subjects

Jauhiainen T, et al.

European Journal of Clinical Nutrition, 66(7), 843-843 (2012)

Comparative effects of Rauwolfia vomitoria and chlorpromazine on locomotor behaviour and anxiety in mice

Bisong SA, et al.

Journal of Ethnopharmacology, 132(1), 334-339 (2010)

Current Cardiovascular Drugs, 302-302 (2005)

View All Related Papers

Global Trade Item Number

SKU	GTIN
R0875-1G	04061836694005