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Supelco

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:
50-55-5
Molecular Weight:
608.68
Beilstein/REAXYS Number:
102014
MDL number:
MFCD00005091
UNSPSC Code:
41121800
PubChem Substance ID:
329756346
NACRES:
NB.21

grade

analytical standard

Quality Level

100

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
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

71.6 °F - closed cup

flash_point_c

22.0 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL1270
BCCJ8585
BCCG8168
BCCF8749
BCCC5485

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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
Sandy D Shamon et al.
The Cochrane database of systematic reviews, (4)(4), CD007655-CD007655 (2009-10-13)
Many antihypertensive agents exist today for the treatment of primary hypertension (systolic blood pressure >/=140 mmHg and/or diastolic blood pressure >/=90 mmHg). Randomised controlled trials have been carried out to investigate the evidence for these agents.There is, for example, strong
Reserpine-induced supersensitivity to the cardiac effects of agonists.
K D Meisheri et al.
Life sciences, 24(6), 473-480 (1979-02-05)
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