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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).

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Images

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

Publications

Key facts

CAS number

65-19-0

Purity

> 98%

Form

Solid

Source

Pausinystalia yohimbe

Molecular weight

390.9 Da

Molecular formula

C21H27ClN2O3

PubChem identifier

6169

Nature

Native

Alternative names

Recommended products

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).

Key facts

Purity

> 98%

Source

Pausinystalia yohimbe

PubChem identifier

6169

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

Storage

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

Supplementary info

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

Activity summary

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.

Associated diseases and disorders

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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1 product image

  • Chemical Structure - Yohimbine hydrochloride, alpha2 adrenoceptor antagonist (ab120239), expandable thumbnail

    Chemical Structure - Yohimbine hydrochloride, alpha2 adrenoceptor antagonist (ab120239)

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

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Product protocols

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