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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
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assay

≥98% (HPLC)

Quality Level

100

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

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

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.

Biochem/physiol Actions

Primary Target
VMAT2

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.

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.

Legal Information

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

Disclaimer

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Storage Class

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

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
5.06130.000104055977243123