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Merck

5.06130

Reserpine

Synonym(s):

Reserpine, VMAT2 Inhibitor, Reserpine, Vesicular monoamine transporter (VMAT) Antagonist, Reserpine

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About This Item

Empirical Formula (Hill Notation):
C33H40N2O9
CAS Number:
50-55-5
Molecular Weight:
608.68
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00005091

SMILES string

N21[C@H](C[C@H]5[C@@H](C2)C[C@H]([C@@H]([C@H]5C(=O)OC)OC)OC(=O)c6cc(c(c(c6)OC)OC)OC)c3[nH]c4c(c3CC1)ccc(c4)OC

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

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 100 mM

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Primary Target
VMAT2

Disclaimer

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

General description

Binds the vesicular monoamine transporter (VMAT2) and acts as an irreversible transport inhibitor of biogenic amines. Used as a long-lasting bioamine depleter. Prevents bioamine transport into synaptic vesicles and chromaffin granules. Used as antihypertensive and antipsychotic drugs.

Other Notes

Oe, T., et al. 2010. Neurosci.169, 1860.
Metzger, R. et al. 2002. Eur. J. Pharmacol.456, 39.
Heslop, E., et al. 1999. Neuropharmacol.38, 883.
Schuldiner, S., et al. 1993. J. Biol. Chem.268, 29.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation markHealth hazard
GHS07,GHS08

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

Storage Class

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
5.06130.000104055977243123

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