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Reserpine Standard for LC-MS

analytical standard, for LC-MS

Synonym(s):

Reserpine, (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:
Molecular Weight:
608.68
Beilstein:
102014
MDL number:
UNSPSC Code:
41121800
PubChem Substance ID:
NACRES:
NB.21

grade

analytical standard

Quality Level

shelf life

limited shelf life, expiry date on the label

concentration

5 mg/L in water: isopropyl alcohol (1:1)

technique(s)

LC/MS: suitable

mp

~265 °C (dec.)

suitability

corresponds for mass spectrometry

storage temp.

2-8°C

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

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General description

Reserpine is a 36 carbon indole alkaloid mostly used as a tranquilizing agent in medicine. It is mostly used as drug for hypertension.

Application

It was used as mass recalibration standard in coupling capillary electrophoresis with electrospray ionization time-of-flight mass spectrometry (CE-TOFMS) to overcome the problem of decreasing the sensitivity during the detection of metabolome differential display.

Biochem/physiol Actions

Inhibits vesicular uptake of catecholamines and serotonin.

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Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

71.6 °F - closed cup

Flash Point(C)

22.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Stimulation of reserpine biosynthesis in the callus of Rauvolfia tetraphylla L. by precursor feeding.
Anitha, S and BD Ranjitha Kumari
African Journal of Biotechnology, 5.8, 659-659 (2006)
Tomoyoshi Soga et al.
The Journal of biological chemistry, 281(24), 16768-16776 (2006-04-13)
Metabolomics is an emerging tool that can be used to gain insights into cellular and physiological responses. Here we present a metabolome differential display method based on capillary electrophoresis time-of-flight mass spectrometry to profile liver metabolites following acetaminophen-induced hepatotoxicity. We
Naomi S Rajapaksa et al.
Organic letters, 15(3), 706-709 (2013-01-22)
A catalytic, enantioselective synthesis of (+)-reserpine is reported. The route features a highly diastereoselective, chiral catalyst-controlled formal aza-Diels-Alder reaction between a 6-methoxytryptamine-derived dihydro-β-carboline and an enantioenriched α-substituted enone to form a key tetracyclic intermediate. This approach addresses the challenge of
Alexander C Sutton et al.
Journal of neurophysiology, 109(2), 363-374 (2012-10-19)
Deep brain stimulation (DBS) employing high-frequency stimulation (HFS) is commonly used in the globus pallidus interna (GPi) and the subthalamic nucleus (STN) for treating motor symptoms of patients with Parkinson's disease (PD). Although DBS improves motor function in most PD
Kari A Johnson et al.
Neuropharmacology, 66, 187-195 (2012-05-02)
Metabotropic glutamate receptors (mGlus) are 7 Transmembrane Spanning Receptors (7TMs) that are differentially expressed throughout the brain and modulate synaptic transmission at both excitatory and inhibitory synapses. Recently, mGlus have been implicated as therapeutic targets for many disorders of the

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