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Reserpine hydrochloride - 99%, high purity , CAS No.16994-56-2

    Grade & Purity:
  • ≥99%
In stock
Item Number
R646133
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R646133-100mg
100mg
Available within 8-12 weeks(?)
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$50.90

Alkaloids Indole Alkaloids

Basic Description

Synonyms Reserpine hydrochloride | UNII-GWN3C4FTI8 | CS-1914 | EINECS 241-074-6 | 3.BETA.,20.ALPHA.-YOHIMBAN-16.BETA.-CARBOXYLIC ACID, 18.BETA.-HYDROXY-11,17.ALPHA.-DIMETHOXY-METHYL ESTER 3,4,5-TRIMETHOXYBENZOATE (ESTER), MONOHYDROCHLORIDE | Q27279318 | C73268 | S
Specifications & Purity ≥99%
Biochemical and Physiological Mechanisms Reserpine hydrochloride is an inhibitor of the vesicular monoamine transporter 2 ( VMAT2 ).
Storage Temp Store at 2-8°C,Protected from light,Desiccated
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Reserpine hydrochloride is an inhibitor of the vesicular monoamine transporter 2 ( VMAT2 ).

In Vitro

Reserpine hydrochloride is an inhibitor of the vesicular monoamine transporter 2 (VMAT2). Reserpine hydrochloride displays a significant on the density of dopamine D1 receptors (F 2,12 =8.81, p<0.01) in the rat striatum. The affinity (Kd) for the dopamine D1 and D2 receptors during withdrawal from acute and chronic administration of reserpine is not change. IC 50 values of 43.9 and 54.9 μM are obtained after 1 day of treatment with Reserpine hydrochloride in JB6 P+ and HepG2-C8 cells, respectively. Reserpine hydrochloride induces luciferase activity in a dose-dependent manner at concentrations ranging from 5 to 50 μM, and no significant induction is observed at concentrations lower than 5 μM. Results demonstrate that Reserpine hydrochloride (2.5 to 10 μM) also increases the protein expression of Nrf2, HO-1, and NQO1. Reserpine hydrochloride at concentrations of 2.5 to 10 μM decreases the mRNA expression of DNMT1, DNMT3a, and DNMT3b in a concentration-dependent manner in JB6 P+ cells after 7 days of treatment. Reserpine hydrochloride at 10 μM generates a significant difference for DNMT3a expression (p<0.05). MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Withdrawal (48 h) from chronic (14-day) but not acute Reserpine hydrochloride administration in a dose of 0.2 mg/kg i.p. produces a significant reduction of the immobility time (F 2,18 =3.68, p<0.05), but increases the climbing time (F 2,18 =4.48, p<0.02), and does not change the swimming time (F 2,18 =1.78; NS) in the forced swim test (FST) in rats . Reserpine hydrochloride at a dose of 5 mg/kg body weight produces significant increase in the urinary excretion profile of vanillylmandelic acid (VMA) compare to control animals. The amount of 5-hydroxyindoleacetic acid (5-HIAA) excreted in animals treated with Reserpine is found to be more than in the control. Dose dependent hypotension is observed with Reserpine hydrochloride. Reserpine hydrochloride at doses of 0.5, 1, 5, 10 and 15 μg/kg produce significant (p<0.01) reduction in blood pressure compare to control. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Assay

JB6 P+ cells are seeded in 96-well plates containing Minimum essential media (MEM) at a density of 1×10 4 cells/mL ( 100 μL/well ) for 1, 3, and 5 days, and HepG2-C8 cells are seeded in plates containing DMEM. After incubation for 24 h, the cells are treated with either DMSO or various concentrations of Reserpine hydrochloride . For JB6 P+ cells, the medium is changed every 2 days for the 3-day and 5-day treatments. Cell viability is assessed using a MTS assay kit according to the manufacturer’s instructions. The absorbance of the formazan product is read at 490 nm, and the cell viability is calculated and compared with the DMSO control group. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:VMAT2

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Alkaloids and derivatives
Class Yohimbine alkaloids
Subclass Not available
Intermediate Tree Nodes Not available
Direct Parent Yohimbine alkaloids
Alternative Parents Corynanthean-type alkaloids  Beta carbolines  Gallic acid and derivatives  P-methoxybenzoic acids and derivatives  M-methoxybenzoic acids and derivatives  3-alkylindoles  Benzoic acid esters  Phenoxy compounds  Anisoles  Benzoyl derivatives  Methoxybenzenes  Alkyl aryl ethers  Aralkylamines  Piperidines  Pyrroles  Methyl esters  Heteroaromatic compounds  Trialkylamines  Amino acids and derivatives  Monocarboxylic acids and derivatives  Azacyclic compounds  Dialkyl ethers  Carbonyl compounds  Hydrochlorides  Organic oxides  Organopnictogen compounds  Hydrocarbon derivatives  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Yohimbine - Corynanthean skeleton - Yohimbine alkaloid - Pyridoindole - Beta-carboline - Gallic acid or derivatives - P-methoxybenzoic acid or derivatives - M-methoxybenzoic acid or derivatives - 3-alkylindole - Benzoate ester - Benzoic acid or derivatives - Indole - Indole or derivatives - Methoxybenzene - Phenol ether - Anisole - Phenoxy compound - Benzoyl - Aralkylamine - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Piperidine - Pyrrole - Methyl ester - Heteroaromatic compound - Tertiary aliphatic amine - Amino acid or derivatives - Tertiary amine - Carboxylic acid ester - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Ether - Dialkyl ether - Azacycle - Carboxylic acid derivative - Organooxygen compound - Carbonyl group - Hydrochloride - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Amine - Organonitrogen compound - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as yohimbine alkaloids. These are alkaloids containing the pentacyclic yohimban skeleton. The Yohimbinoid alkaloids contain a carbocyclic ring E arising through C-17 to C-18 bond formation in a corynantheine precursor.
External Descriptors Not available

Names and Identifiers

IUPAC Name methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hydrochloride
INCHI InChI=1S/C33H40N2O9.ClH/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;1H/t18-,22+,24-,27-,28+,31+;/m1./s1
InChIKey ZYWIWGUMKCZKOO-BQTSRIDJSA-N
Smiles COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC.Cl
Isomeric SMILES CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC.Cl
PubChem CID 21155894
Molecular Weight 645.1

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Solubility DMSO : 50 mg/mL (77.50 mM; Need ultrasonic) H2O : 1 mg/mL (1.55 mM; ultrasonic and warming and heat to 80°C)
Molecular Weight 645.100 g/mol
XLogP3
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 10
Rotatable Bond Count 10
Exact Mass 644.25 Da
Monoisotopic Mass 644.25 Da
Topological Polar Surface Area 118.000 Ų
Heavy Atom Count 45
Formal Charge 0
Complexity 1000.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 6
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 2

Solution Calculators

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