Herkinorin

Base Information

• Chemical Name: Herkinorin
• CAS No.: 862073-77-6
• Molecular Formula: C₂₈H₃₀O₈
• Molecular Weight: 494.541
• UNII: 5XN29VGR24
• ChEMBL ID: CHEMBL363324
• DSSTox Substance ID: DTXSID30235444
• Nikkaji Number: J3.329.287B
• Pharos Ligand ID: 8XZKK5UN9AYL
• Wikidata: Q4137203
• Wikipedia: Herkinorin
• Mol file: 862073-77-6.mol

Synonyms:9-(benzoyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-2H-naphtho(2,1-c)pyran-7-carboxylic acid methyl ester;BF3DNCA methyl ester;herkinorin

Chemical Property of Herkinorin

Chemical Property:

• Melting Point: 165-170 °C
• Boiling Point: 635.6±55.0 °C(Predicted)
• Density: 1.30±0.1 g/cm3(Predicted)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 494.19406791
• Heavy Atom Count: 36
• Complexity: 909

Purity/Quality:

99% ^*data from raw suppliers

Herkinorin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC3C(=O)OC(CC3(C1C(=O)C(CC2C(=O)OC)OC(=O)C4=CC=CC=C4)C)C5=COC=C5
• Isomeric SMILES: C[C@@]12CC[C@H]3C(=O)O[C@@H](C[C@@]3([C@H]1C(=O)[C@H](C[C@H]2C(=O)OC)OC(=O)C4=CC=CC=C4)C)C5=COC=C5
• Description: Herkinorin (Item No. 20925) is an analytical reference standard that is functionally categorized as an opioid. It is a natural neoclerodane diterpene from S. divinorum that preferentially activates the μ-opioid receptor. Unlike the peptide DAMGO , herkinorin activates μ-opioid receptors without inducing arrestin-mediated receptor internalization. Herkinorin has antinociceptive effects in rats. It has been identified as a novel psychoactive substance in multiple agitated emergency department patients screened in a non-targeted manner. This product is intended for research and forensic applications.
• Uses: Herkinorin is an opioid analgesic and an analogue of Salvinorin A (S100900). Salvinorin A is a potent and selective kappa-opioid receptor agonist.

Technology Process of Herkinorin

There total 3 articles about Herkinorin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

salvinorin B (92545-30-7) + benzoyl chloride (98-88-4) → Herkinorin (862073-77-6)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃;

DOI:10.1021/jm048963m

Reference yield:

salvinorin A (83729-01-5) → Herkinorin (862073-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.26 g / NH₃ / methanol / 20 °C

2: 98 percent / DMAP / CH₂Cl₂ / 20 °C

With dmap; ammonia; In methanol; dichloromethane;

DOI:10.1021/jm048963m

Reference yield:

salvinorin B (92545-30-7) + benzoic acid (65-85-0,8013-63-6) → Herkinorin (862073-77-6)

Guidance literature:

DOI:10.1021/np400358n

upstream raw materials:

salvinorin B

benzoyl chloride

salvinorin A

benzoic acid