Yohimbine hydrochloride - 10mM in DMSO , CAS No.65-19-0

CAS: 65-19-0 Cat. No.: Y425298 Peso molecular: 390.9 Beilstein Registry Number: 25(2)204 Número EC: 200-600-4 PubChem CID: 6169
Disponible para pedir
GRADE & PURITY 10mM in DMSO
Synonyms
NCGC00094457-01 | Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, monohydrochloride, (16alpha,17alpha)- | Yohimbin hydrochloride [USP] | Yohimbine hydrochloride [USP:BAN] | Yocon | Yohimbe | 17?-Hydroxyyohimban-16?-carboxylic acid methyl ester hyd
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
Y425298-1ml
2

47,90US$

56,90US$
Guardar 9,00 US$ (15.82%)
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Yohimbine hydrochloride is an α2-adrenoceptor antagonist (pKi values are 8.52, 8.00 and 9.17 for human α2A, α2B and α2C receptors respectively). Yohimbine hydrochloride is an inhibitor of alpha2A-AR, alpha2B-AR and alpha2C-AR.
An α2-adrenoceptor antagonist

Specifications

Sinónimos
NCGC00094457-01 | Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, monohydrochloride, (16alpha, 17alpha)- | Yohimbin hydrochloride [USP] | Yohimbine hydrochloride [USP:BAN] | Yocon | Yohimbe | 17?-Hydroxyyohimban-16?-carboxylic acid methyl ester hyd
Especificaciones y pureza
10mM in DMSO
Mecanismos bioquímicos y fisiológicos
Selective α 2 adrenoceptor antagonist (pK i values are 8.52, 8.00 and 9.17 for human α 2A , α 2B and α 2C receptors, respectively).
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Nombres e identificadores
Sonrisas canónicasCOC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O.Cl
IUPAC Namemethyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hydrochloride
InChIKeyPIPZGJSEDRMUAW-VJDCAHTMSA-N
INCHI1S/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
Isómeros 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
WGK Alemania 3
RTECS ZG1015000
PubChem CID 6169
Número ONU 1544
Peso molecular 390.9
Beilstein 25(2)204
Reaxy-Rn 4303497

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassAlkaloids and derivatives
ClaseYohimbine alkaloids
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentYohimbine alkaloids
Alternative Parents Corynanthean-type alkaloids  Beta carbolines  3-alkylindoles  Aralkylamines  Beta hydroxy acids and derivatives  Benzenoids  Piperidines  Pyrroles  Heteroaromatic compounds  Methyl esters  Amino acids and derivatives  Cyclic alcohols and derivatives  Trialkylamines  Secondary alcohols  Monocarboxylic acids and derivatives  Azacyclic compounds  Carbonyl compounds  Organic oxides  Organopnictogen compounds  Hydrocarbon derivatives  Hydrochlorides  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Yohimbine - Corynanthean skeleton - Yohimbine alkaloid - Beta-carboline - Pyridoindole - 3-alkylindole - Indole - Indole or derivatives - Beta-hydroxy acid - Aralkylamine - Hydroxy acid - Piperidine - Benzenoid - Cyclic alcohol - Heteroaromatic compound - Pyrrole - Methyl ester - Secondary alcohol - Amino acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Carboxylic acid ester - Organoheterocyclic compound - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Hydrochloride - Organic oxide - Alcohol - Organopnictogen compound - Hydrocarbon derivative - Amine - Carbonyl group - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as yohimbine alkaloids. These are alkaloids containing the pentacyclic yohimban skeleton. The Yohimbinoid alkaloids contain a carbocyclic ring E arising through C-17 to C-18 bond formation in a corynantheine precursor.
External Descriptors Not available
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA2B Tclin Alpha-2b adrenergic receptor (4412 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA2C Tclin Alpha-2c adrenergic receptor (4876 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PMP22 Tbio Peripheral myelin protein 22 (699 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Saccharomyces cerevisiae (19171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Sensibilidadlight sensitive
Rotación específica [α]103° (C=1,H2O)
Punto de fusión (°C)285-288°C
Peso molecular390.900 g/mol
XLogP3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass390.171 Da
Monoisotopic Mass390.171 Da
Topological Polar Surface Area65.600 Ų
Heavy Atom Count27
Formal Charge0
Complexity555.000
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count2
Citations of This Product
Referencias
1. Ning Wang, Yue-Wu Xie, Meng-Yu Li, Fei-Fei Li, Li-Yuan Zhang, Yu-Lin You, Shu-Qi Wang.  (2021)  Simultaneous determination of five alkaloids from Rauvolfia vomitoria in rat plasma by LC-MS/MS: Application to a comparative pharmacokinetic study in normal and type 2 diabetic rats.  JOURNAL OF SEPARATION SCIENCE,  44  (7): (1391-1403).  [PMID:33470534] [10.1002/jssc.202000914]
2. Zhi Liu, Hai-Long Wu, Yong Li, Hui-Wen Gu, Xiao-Li Yin, Li-Xia Xie, Ru-Qin Yu.  (2015)  Rapid and simultaneous determination of five vinca alkaloids in Catharanthus roseus and human serum using trilinear component modeling of liquid chromatography–diode array detection data.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:26321366] [10.1016/j.jchromb.2015.08.008]
3. Dongmei Cui, Li Mi, Xuan Xu, Jusheng Lu, Jing Qian, Songqin Liu.  (2014)  Nanocomposites of Graphene and Cytochrome P450 2D6 Isozyme for Electrochemical-Driven Tramadol Metabolism.  LANGMUIR,      [PMID:25222611] [10.1021/la502699m]
4. Zhiqin Liu, Yufeng Xu, Wei Liu, Lin Wang, Zhen Dong, Jianguo Zeng.  (2025)  Macleaya cordata protopine total alkaloids as potential treatment for diarrhoea: Mechanistic insights and target identification.  RESEARCH IN VETERINARY SCIENCE,      [PMID:40184723] [10.1016/j.rvsc.2025.105633]
5. Shiyan Liu, Xuefeng Zhang, Xin Gong, Jinxin Yu, Tao Lin, Qian Xiang, Xinnian Zeng, Jiali Liu.  (2025)  molecular and pharmacological characterization of the dopamine receptors in the oriental fruit fly, Bactrocera dorsalis.  INSECT BIOCHEMISTRY AND MOLECULAR BIOLOGY,      [PMID:40245998] [10.1016/j.ibmb.2025.104312]
6. Yanan Li, Hua Zheng, Lei Xu, Linfeng Chen, Fan Xia, Yanlin Song.  (2025)  A Biomimetic Nanofluidic Tongue for Highly Selective and Sensitive Bitter Perception.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA02127H]
7. Li Xiao, Lin Lizhou, Zhu Mingrui, Li Xiaolong, Yu Jifeng, Lu Dan, Li Shaoyue, Shen Yuting, Xiong Bing, Zhao Chongke, Zhou Boyang, Yin Haohao, Xu Huixiong, Guan Xin.  (2026)  Low-intensity focused ultrasound-activated piezoelectric gel bandage for diabetic wound repair and neuropathic pain relief.  Nature Communications,      [PMID:41857055] [10.1038/s41467-026-70771-y]
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