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AB120239

Yohimbine hydrochloride, alpha2 adrenoceptor antagonist

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(3 Publications)

MW 390.9 Da, Purity >98%. Selective α2 adrenoceptor antagonist (pKi values are 8.52, 8.00 and 9.17 for human α2A, α2B and α2C receptors, respectively).

View Alternative Names

ADA2A_HUMAN, ADA2C_HUMAN, ADRA2, ADRA2A, ADRA2L2, ADRA2R, ADRA2RL1, ADRA2RL2, ADRAR, ADRARL1, ADRARL2, Adra 2c, Adrenergic alpha 2A receptor, Adrenergic alpha 2C receptor, Adrenoceptor alpha 2C, Alpha 2 adrenergic receptor subtype C2, Alpha 2AAR subtype C10, Alpha 2B adrenoceptor, Alpha 2B adrenoreceptor, Alpha 2C adrenergic receptor subtype C4, Alpha-2 adrenergic receptor subtype C10, Alpha-2 adrenergic receptor subtype C4, Alpha-2-adrenergic receptor, renal type, Alpha-2A adrenergic receptor, Alpha-2A adrenoceptor, Alpha-2A adrenoreceptor, Alpha-2AAR, Alpha-2C adrenergic receptor, Alpha-2C adrenoceptor, Alpha-2C adrenoreceptor, Alpha-2CAR, Eag-related protein 1, Ether a go go related potassium channel protein, Ether-a-go-go-related gene potassium channel 1, Ether-a-go-go-related protein 1, H-ERG, KCNH2_HUMAN, Kv11.1, LQT 2, OTTHUMP00000058849, Potassium channel HERG, Potassium voltage gated channel subfamily H (eag related) member 2, Potassium voltage-gated channel subfamily H member 2, SQT1, Subtype alpha2 C4, Voltage gated potassium channel, subfamily H, member 2, Voltage-gated potassium channel subunit Kv11.1, alpha 2BAR, alpha-2-adrenergic receptor, platelet type, alpha2 AR C4, alpha2 C4, alpha2C, alpha2cii-adrenergic receptor, eag homolog, hERG-1

1 Images
Chemical Structure - Yohimbine hydrochloride, alpha2 adrenoceptor antagonist (AB120239)
  • Chemical Structure

Lab

Chemical Structure - Yohimbine hydrochloride, alpha2 adrenoceptor antagonist (AB120239)

2D chemical structure image of ab120239, Yohimbine hydrochloride, alpha2 adrenoceptor antagonist

Key facts

CAS number

65-19-0

Purity

>98%

Form

Solid

form

Source

Pausinystalia yohimbe

Molecular weight

390.9 Da

Molecular formula

C<sub>2</sub><sub>1</sub>H<sub>2</sub><sub>7</sub>ClN<sub>2</sub>O<sub>3</sub>

PubChem

6169

Nature

Native

Solubility

Soluble in DMSO to 25 mM

Biochemical name

Yohimbine hydrochloride

Biological description

Selective α2 adrenoceptor antagonist (pKi values are 8.52, 8.00 and 9.17 for human α2A, α2B and α2C receptors, respectively).

Canonical smiles

COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O.Cl

Isomeric smiles

COC(=O)[C@H]1[C@H](CC[C@@H]2[C@@H]1C[C@H]3C4=C(CCN3C2)C5=CC=CC=C5N4)O.Cl

InChi

InChI=1S/C21H26N2O3.ClH/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24;/h2-5,12,15,17-19,22,24H,6-11H2,1H3;1H/t12-,15-,17-,18-,19+;/m0./s1

InChiKey

PIPZGJSEDRMUAW-VJDCAHTMSA-N

IUPAC Name

methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hydrochloride

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Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
Ambient
Appropriate long-term storage conditions
Ambient
Storage information
The product can be stored for up to 12 months
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Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

ADRA2B also known as alpha 2B adrenergic receptor along with alpha 2A and alpha 2C adrenergic receptors are important proteins in cellular signaling. These receptors often indicated by their gene symbol ADRA2C are expressed in various tissues including the central nervous system cardiovascular system and smooth muscle cells. The ADRA2B receptor has a mass of approximately 45-50 kDa and acts as a G protein-coupled receptor (GPCR). It interacts with norepinephrine and epinephrine modulating cellular responses through inhibition of adenylate cyclase via Gi proteins.
Biological function summary

Alpha 2B adrenergic receptor plays an important role in the regulation of neurotransmitter release in both the peripheral and central nervous systems. It operates as a part of the GPCR complex influencing functions such as vasoconstriction and platelet aggregation. By binding to endogenous agonists this receptor modulates systemic blood pressure and heart rate. Furthermore it has critical roles in modulating insulin secretion and lipolysis highlighting its diverse regulatory functions in energy metabolism.

Pathways

Alpha 2B adrenergic receptor is notably involved in the adrenergic signaling pathway and the MAPK/ERK signaling pathway. These pathways are important for stress response and cellular survival. ADRA2B's interaction with other adrenergic receptors and proteins like beta-adrenergic receptors highlights its role in coordinating physiological responses. These interactions are important for maintaining homeostasis under varying physiological conditions such as stress and exercise.

Dysfunction in alpha 2B adrenergic receptor signaling has been linked to conditions like hypertension and depressive disorders. Misregulation of this receptor affects autonomic nervous system balance contributing to these health issues. It is important to note the receptor's relation with other adrenergic receptors such as beta-adrenergic receptors which also play roles in the development or exacerbation of heart and mood disorders. Understanding these receptors can assist in developing antagonists like yohimbine and its derivatives as potential therapeutic agents.
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Product protocols

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Publications (3)

Recent publications for all applications. Explore the full list and refine your search

Cell reports 39:110795 PubMed35545050

2022

Serotonin receptors contribute to dopamine depression of lateral inhibition in the nucleus accumbens.

Applications

Unspecified application

Species

Unspecified reactive species

Dennis A Burke,Veronica A Alvarez

Neuropharmacology 75:47-52 PubMed23851259

2013

FG7142, yohimbine, and βCCE produce anxiogenic-like effects in the elevated plus-maze but do not affect brainstem activated hippocampal theta.

Applications

Unspecified application

Species

Unspecified reactive species

Michelle Yeung,Lily Lu,Adam M Hughes,Dallas Treit,Clayton T Dickson

Journal of neurochemistry 116:984-95 PubMed21143600

2011

β1-Adrenergic receptors activate two distinct signaling pathways in striatal neurons.

Applications

Unspecified application

Species

Unspecified reactive species

John Meitzen,Jessie I Luoma,Christopher M Stern,Paul G Mermelstein
View all publications
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