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Yohimbine hydrochloride - 10mM in DMSO, high purity , CAS No.65-19-0
Selective α 2 adrenoceptor antagonist
Basic Description
Synonyms
YOHIMBINE HYDROCHLORIDE | 65-19-0 | Yohimbine HCl | Antagonil | Yohimbe | Aphrodine hydrochloride | Yohimbine monohydrochloride | Yohimbin HCl | Yohimbine (Hydrochloride) | Yohimbin hydrochloride | UNII-NB2E1YP49F | EINECS 200-600-4 | NB2E1YP49F | NSC 19509 | Yohimbin hydrochloride
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
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).
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
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.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Alkaloids and derivatives
Class
Yohimbine alkaloids
Subclass
Not available
Intermediate Tree Nodes
Not available
Direct Parent
Yohimbine 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 Framework
Aromatic 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
Description
This 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
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.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
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
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
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
WGK Germany
3
RTECS
ZG1015000
PubChem CID
6169
UN Number
1544
Molecular Weight
390.9
Beilstein
25(2)204
Reaxy-Rn
4303497
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
light sensitive
Specific Rotation[α]
103° (C=1,H2O)
Melt Point(°C)
285-288°C
Molecular Weight
390.900 g/mol
XLogP3
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
390.171 Da
Monoisotopic Mass
390.171 Da
Topological Polar Surface Area
65.600 Ų
Heavy Atom Count
27
Formal Charge
0
Complexity
555.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
5
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
Citations of This Product
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).
2.
Zhi Liu, Hai-Long Wu, Yong Li, Hui-Wen Gu, Xiao-Li Yin, Li-Xia Xie, Ru-Qin Yu.
(2016)
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,
1026
(114).
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2 Citations