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Dehydroabietic acid

Base Information
  • Chemical Name:Dehydroabietic acid
  • CAS No.:1740-19-8
  • Deprecated CAS:135577-73-0,2501-27-1,35949-24-7,2501-27-1,35949-24-7
  • Molecular Formula:C20H28O2
  • Molecular Weight:300.441
  • Hs Code.:29161900
  • European Community (EC) Number:217-102-8
  • NSC Number:2952
  • UNII:0S5XP6S3AU
  • DSSTox Substance ID:DTXSID8022163
  • Nikkaji Number:J12.735C
  • Wikidata:Q27110153
  • Pharos Ligand ID:6696Q4UVMLH7
  • Metabolomics Workbench ID:28511
  • ChEMBL ID:CHEMBL12850
  • Mol file:1740-19-8.mol
Dehydroabietic acid

Synonyms:dehydroabietic acid

Suppliers and Price of Dehydroabietic acid
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Dehydroabietic acid
  • 500mg
  • $ 775.00
  • Sigma-Aldrich
  • Dehydroabietic acid ≥95% (LC/MS-ELSD)
  • 1mg
  • $ 247.00
  • Medical Isotopes, Inc.
  • Dehydroabietic acid
  • 100 mg
  • $ 650.00
  • Crysdot
  • Dehydroabietic acid 97%
  • 100g
  • $ 89.00
  • ChemScene
  • Dehydroabietic acid 98.47%
  • 10mg
  • $ 120.00
  • ChemScene
  • Dehydroabietic acid 98.47%
  • 5mg
  • $ 70.00
  • ChemScene
  • Dehydroabietic acid 98.47%
  • 20mg
  • $ 200.00
  • Biosynth Carbosynth
  • Dehydroabietic acid
  • 5 g
  • $ 250.00
  • Biosynth Carbosynth
  • Dehydroabietic acid
  • 2 g
  • $ 150.00
  • Biosynth Carbosynth
  • Dehydroabietic acid
  • 10 g
  • $ 350.00
Total 82 raw suppliers
Chemical Property of Dehydroabietic acid
Chemical Property:
  • Vapor Pressure:5.53E-08mmHg at 25°C 
  • Melting Point:174-176 °C 
  • Refractive Index:1.54 
  • Boiling Point:425.085 °C at 760 mmHg 
  • PKA:4.66±0.40(Predicted) 
  • Flash Point:202.504 °C 
  • PSA:37.30000 
  • Density:1.059 g/cm3 
  • LogP:4.90490 
  • Storage Temp.:?20°C 
  • XLogP3:5.6
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:2
  • Exact Mass:300.208930132
  • Heavy Atom Count:22
  • Complexity:443
Purity/Quality:

98%min *data from raw suppliers

Dehydroabietic acid *data from reagent suppliers

Safty Information:
  • Pictogram(s): T,N 
  • Hazard Codes:T,N 
  • Statements: 25-50 
  • Safety Statements: 45-61 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:other linear non-peptide (Diterpenoid)
  • Canonical SMILES:CC(C)C1=CC2=C(C=C1)C3(CCCC(C3CC2)(C)C(=O)O)C
  • Isomeric SMILES:CC(C)C1=CC2=C(C=C1)[C@]3(CCC[C@@]([C@@H]3CC2)(C)C(=O)O)C
  • General Description Dehydroabietic acid (DHAA) is a diterpenoid compound with demonstrated pharmacological potential, acting both as a BK channel opener and an antimicrobial agent. Its derivatives, particularly those modified with nitro or (thio)urea groups on ring C, enhance BK channel-opening activity, making them promising for therapeutic applications targeting potassium channels. Additionally, DHAA-based hybrids, such as those conjugated with amino acids, exhibit potent antibacterial effects against *Staphylococcus aureus*, disrupting membrane integrity and biofilm viability at low concentrations, positioning them as candidates for novel antimicrobial therapies against Gram-positive infections.
Technology Process of Dehydroabietic acid

There total 34 articles about Dehydroabietic acid 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:
Guidance literature:
With palladium 10% on activated carbon; In para-xylene; at 148 ℃; for 48h;
DOI:10.1021/ol4003652
Guidance literature:
With potassium permanganate; sodium periodate; water; sodium carbonate; In tert-butyl alcohol; at 23 ℃; for 12h; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja4125093
Refernces

Novel BK channel openers containing dehydroabietic acid skeleton: Structure-activity relationship for peripheral substituents on ring C

10.1016/j.bmcl.2008.08.078

The research focuses on the synthesis and evaluation of dehydroabietic acid (DHAA) derivatives as potassium (K+) channel openers, specifically targeting the large conductance calcium-activated potassium (BK) channels. The purpose of the study was to investigate the structure-activity relationship (SAR) of peripheral substituents on ring C of DHAA and their impact on BK channel-opening activity. The researchers synthesized a series of DHAA derivatives and assessed their effects on BK channels using CHO-K1 cells expressing hBKα channels. The conclusions drawn from the study indicated that the introduction of a nitro or (thio)urea group in ring C of DHAA significantly enhanced the BK channel-opening activity.

New derivatives of dehydroabietic acid target planktonic and biofilm bacteria in S taphylococcus aureus and effectively disrupt bacterial membrane integrity

10.1016/j.ejmech.2015.07.038

The study investigates new derivatives of dehydroabietic acid combined with various amino acids to target and disrupt Staphylococcus aureus biofilms and planktonic bacteria. These hybrid compounds are more potent anti-biofilm agents than conventional antibiotics. The most active compounds, 9b and 11, can rapidly compromise bacterial membrane integrity and reduce biofilm viability at concentrations only 3e6-fold higher than those needed to inhibit biofilm formation. The study highlights the potential of these abietane-type diterpenoids as a promising basis for developing new antimicrobial agents against Gram-positive bacterial infections.

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