yohimbic acid - Moligand™,≥98% , CAS No.522-87-2

CAS: 522-87-2 Cat. No.: Y709833 Molecular Weight: 340.42 EC Number: 208-337-7

GRADE & PURITY Moligand™, ≥98%

Synonyms

(1R,2S,4aR,13bS,14aS)-2-Hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Yohimbic acid is a derivative of Yohimbine Hydrochloride (HY-N0127). Yohimbic acid exhibits vasodilatory and anticancer activities. Yohimbic acid can be used for the research of cancer, inflammation and cardiovascular disease

Specifications

Synonyms

(1R, 2S, 4aR, 13bS, 14aS)-2-Hydroxy-1, 2, 3, 4, 4a, 5, 7, 8, 13, 13b, 14, 14a-dodecahydroindolo[2', 3':3, 4]pyrido[1, 2-b]isoquinoline-1-carboxylic acid

Specifications & Purity

Moligand™, ≥98%

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1CC(C(C2C1CN3CCC4=C(C3C2)NC5=CC=CC=C45)C(=O)O)O
• IUPAC Name: (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid
• InChIKey: AADVZSXPNRLYLV-GKMXPDSGSA-N
• INCHI: 1S/C20H24N2O3/c23-17-6-5-11-10-22-8-7-13-12-3-1-2-4-15(12)21-19(13)16(22)9-14(11)18(17)20(24)25/h1-4,11,14,16-18,21,23H,5-10H2,(H,24,25)/t11-,14-,16-,17-,18+/m0/s1
• Isomeric SMILES: C1C[C@@H]([C@@H]([C@@H]2[C@@H]1CN3CCC4=C([C@@H]3C2)NC5=CC=CC=C45)C(=O)O)O
• Alternate CAS: 522-87-2
• NSC Number: 95096
• MeSH Entry Terms: yohimbinic acid
• Molecular Weight: 340.42

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Class Corynanthean-type alkaloids

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Class: Corynanthean-type alkaloids
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Corynanthean-type alkaloids
• Alternative Parents: Beta carbolines 3-alkylindoles Aralkylamines Beta hydroxy acids and derivatives Piperidines Benzenoids Pyrroles Heteroaromatic compounds Trialkylamines Amino acids Secondary alcohols Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organic oxides Organopnictogen compounds Carbonyl compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Corynanthean skeleton - Beta-carboline - Pyridoindole - 3-alkylindole - Indole or derivatives - Indole - Beta-hydroxy acid - Aralkylamine - Piperidine - Hydroxy acid - Benzenoid - Cyclic alcohol - Pyrrole - Heteroaromatic compound - Secondary alcohol - Amino acid - Tertiary amine - Tertiary aliphatic amine - Amino acid or derivatives - Carboxylic acid derivative - Carboxylic acid - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxide - Amine - Alcohol - Carbonyl group - Organopnictogen compound - Organic nitrogen compound - Organooxygen compound - Organic oxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group.
• External Descriptors: yohimban alkaloid

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

• Sensitivity: Moisture sensitive；light sensitive
• Molecular Weight: 340.400 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 340.179 Da
• Monoisotopic Mass: 340.179 Da
• Topological Polar Surface Area: 76.600 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 541.000
• 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: 1