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Reserpine

CAT: 0804-HY-N0480-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0480-01Size:100 mg
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Description
Reserpine is an inhibitor of the vesicular monoamine transporter 2 (VMAT2) .
CAS Number
50-55-5
UNSPSC
12352005
Hazard Statement
H302
Target
Autophagy; Monoamine Transporter
Type
Natural Products
Related Pathways
Autophagy; Membrane Transporter/Ion Channel
Applications
Cancer-programmed cell death
Field of Research
Neurological Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/Reserpine.html
Concentration
10mM
Purity
99.92
Solubility
DMSO : 31.82 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C([C@H]([C@@H](OC)[C@H](OC(C1=CC(OC)=C(OC)C(OC)=C1)=O)C[C@]2([H])CN3CC4)[C@@]2([H])C[C@]3([H])C5=C4C(C=CC(OC)=C6)=C6N5)OC
Molecular Formula
C33H40N2O9
Molecular Weight
608.68
Precautions
H302
References & Citations
[1]Antkiewicz-Michaluk L, et al. Withdrawal from repeated administration of a low dose of reserpine induced opposing adaptive changes in the noradrenaline and serotonin system function: a behavioral and neurochemical ex vivo and in vivo studies in the rat. Prog Neuropsychopharmacol Biol Psychiatry. 2015 Mar 3;57:146-54.|[2]Hong B, et al. Reserpine Inhibit the JB6 P+ Cell Transformation Through Epigenetic Reactivation of Nrf2-Mediated Anti-oxidative Stress Pathway. AAPS J. 2016 May;18 (3) :659-69.|[3]Sreemantula S, et al. Reserpine methonitrate, a novel quaternary analogue of reserpine augments urinary excretion of VMA and 5-HIAA without affecting HVA in rats. BMC Pharmacol. 2004 Nov 16;4:30.|[4]Pfeiffer CJ, et al. Reserpine-induced gastric ulcers: protection by lysosomal stabilization due to zinc. Eur J Pharmacol. 1980 Feb;61 (4) :347-53.|[5]Li GJ, et al. Preventive Effect of Polysaccharide of Larimichthys crocea Swim Bladder on Reserpine Induced Gastric Ulcer in ICR Mice. Korean J Physiol Pharmacol. 2014 Apr;18 (2) :183-90. |[6]Gupta MB, et al. Mechanism of ulcerogenic activity of reserpine in albino rats. Eur J Pharmacol. 1974 Jul;27 (2) :269-71. |[7]Park BK, et al. Antidepressant-Like Effects of Gyejibokryeong-hwan in a Mouse Model of Reserpine-Induced Depression. Biomed Res Int. 2018 Jun 26;2018:5845491.|[8]El-Marasy SA, et al. Anti-depressant effect of cerebrolysin in reserpine-induced depression in rats: Behavioral, biochemical, molecular and immunohistochemical evidence. Chem Biol Interact. 2021 Jan 25;334:109329.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
Launched
Citation 01
Biomed Pharmacother. 2024 Jul:176:116856.|Br J Cancer. 2024 Sep;131 (5) :918-930.|Crit Rev Anal Chem. 2022;52 (7) :1557-1571.|F1000Res. 2025.|Nigerian Journal of Scientific Research. 18 (3) : 2019.|Phytomedicine. 2024 Dec:135:156002.|Ren Fail. 2024 Dec;46 (2) :2406395.

Chemical Information

Reserpine

Reserpine can cause cancer according to California Labor Code.

CAS Number50-55-5
PubChem CID5770
IUPAC Namemethyl (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
Molecular FormulaC33H40N2O9
Molecular Weight608.7
XLogP4
Topological Polar Surface Area118
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count10
Heavy Atom Count44
Formal Charge0
Complexity1000
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
InChI
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
InChIKey
QEVHRUUCFGRFIF-MDEJGZGSSA-N
Chemical Structure
2D Structure
2D structure of Reserpine
CAS: 50-55-5
CID: 5770
Formula: C33H40N2O9
MW: 608.7
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight608.7
XLogP34
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count10
Exact Mass608.27338086
Monoisotopic Mass608.27338086
Topological Polar Surface Area118 Ų
Heavy Atom Count44
Formal Charge0
Complexity1000
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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