Epinephrine Bitartrate - Moligand™,≥98% , Adrenergic receptor agonist, CAS No.51-42-3, Adrenergic receptor agonist

CAS: 51-42-3 Cat. No.: E129809 Molecular Weight: 333.29 EC Number: 200-097-1

GRADE & PURITY Moligand™, ≥98%

Synonyms

Adrenaline bitartrate | l-Epinephrine bitartrate | L-(–)-Epinephrine-(+)-bitartrate | 1-(3,4-Dihydroxyphenyl)-2-(methylamino)ethanol | L-Adrenaline Hydrogen Bitartrate | L-Epinephrine Hydrogen Bitartrate

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

Epinephrine Bitartrate is an alpha- and beta-adrenergic receptor stimulator.
An α,β-adrenergic receptor agonist.

Specifications

Synonyms

Adrenaline bitartrate | l-Epinephrine bitartrate | L-(–)-Epinephrine-(+)-bitartrate | 1-(3, 4-Dihydroxyphenyl)-2-(methylamino)ethanol | L-Adrenaline Hydrogen Bitartrate | L-Epinephrine Hydrogen Bitartrate

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

L-(-)-Epinephrine-(+)-bitartrate is an α, β-adrenergic receptor agonist. L-(-)-Epinephrine-(+)-bitartrate has positive chronotropic and inotropic effects on cardiac muscle. Its major actions are mediated via activation of AR (adenylate cyclase) to generate

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Adrenergic receptor agonist

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488179945
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179945
• Canonical Smiles: CNCC(C1=CC(=C(C=C1)O)O)O.C(C(C(=O)O)O)(C(=O)O)O
• IUPAC Name: (2R,3R)-2,3-dihydroxybutanedioic acid;4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
• InChIKey: YLXIPWWIOISBDD-NDAAPVSOSA-N
• INCHI: 1S/C9H13NO3.C4H6O6/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;5-1(3(7)8)2(6)4(9)10/h2-4,9-13H,5H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t9-;1-,2-/m01/s1
• Isomeric SMILES: CNC[C@@H](C1=CC(=C(C=C1)O)O)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• WGK Germany: 3
• RTECS: DO3500000
• Molecular Weight: 333.29
• Reaxy-Rn: 4117004
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4117004&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass Benzenediols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: Benzenediols
• Intermediate Tree Nodes: Not available
• Direct Parent: Catechols
• Alternative Parents: Aralkylamines 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Dicarboxylic acids and derivatives Benzene and substituted derivatives Secondary alcohols 1,2-aminoalcohols Dialkylamines Organopnictogen compounds Hydrocarbon derivatives Aromatic alcohols
• Molecular Framework: Not available
• Substituents: Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - 1,2-aminoalcohol - Secondary alcohol - Secondary amine - Secondary aliphatic amine - Alcohol - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Aromatic alcohol - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as catechols. These are compounds containing a 1,2-benzenediol moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO 67 mg/mL Water 67 mg/mL Ethanol
• Sensitivity: Moisture sensitive.Light Sensitive,Air Sensitive,Heat Sensitive
• Refractive Index: -16.5° (C=2,H2O)
• Melt Point(°C): 154 °C
• Molecular Weight: 333.290 g/mol
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 333.106 Da
• Monoisotopic Mass: 333.106 Da
• Topological Polar Surface Area: 188.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 288.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Xiaomin Cao, Miao Qin, Pan Li, Binbin Zhou, Xianghu Tang, Meihong Ge, Liangbao Yang, Jinhuai Liu.  (2018)  Probing catecholamine neurotransmitters based on iron-coordination surface-enhanced resonance Raman spectroscopy label.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2018.04.117]

2. Binbin Zhou, Xiaoyun Li, Xianghu Tang, Pan Li, Liangbao Yang, Jinhuai Liu.  (2017)  Highly Selective and Repeatable Surface-Enhanced Resonance Raman Scattering Detection for Epinephrine in Serum Based on Interface Self-Assembled 2D Nanoparticles Arrays.  ACS Applied Materials & Interfaces,      [PMID:28177221] [10.1021/acsami.6b15205]

3. Shanying Han, Tianyu Du, Hui Jiang, Xuemei Wang.  (2016)  Synergistic effect of pyrroloquinoline quinone and graphene nano-interface for facile fabrication of sensitive NADH biosensor.  BIOSENSORS & BIOELECTRONICS,      [PMID:27156055] [10.1016/j.bios.2016.04.092]