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HomeProduct name listDehydroabietic acid

Dehydroabietic acid

Synonym(s):Abieta-8,11,13-trien-18-oic acid;Dehydroabietate

  • CAS NO.:1740-19-8
  • Empirical Formula: C20H28O2
  • Molecular Weight: 300.44
  • MDL number: MFCD00045343
  • EINECS: 217-102-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 19:05:58
Dehydroabietic acid Structural

What is Dehydroabietic acid?

Chemical properties

White Solid or Colorless needle crystal, Slightly soluble in water, soluble in methanol, ethanol, DMSO and other organic solvents. It is an abietane diterpenic resin acid that is obtained from Pinus resin.

The Uses of Dehydroabietic acid

Dehydroabietic Acid is a resin acid found commonly in rosin. Dehydroabietic Acid is used in rosin-type nucleating agent for polypropylene (PP). Dehydroabietic Acid is used commonly in the synthesis of surfactants, antioxidants and chiral catalysts.

Definition

ChEBI: Dehydroabietic acid is an abietane diterpenoid that is abieta-8,11,13-triene substituted at position 18 by a carboxy group. It has a role as a metabolite and an allergen. It is an abietane diterpenoid, a monocarboxylic acid and a carbotricyclic compound. It derives from an abietic acid. It is a conjugate acid of a dehydroabietate.

What are the applications of Application

Dehydroabietic acid (DHA or DAA) is a bioactive phytochemical, diterpenoid found in various Pinus species. It is a resin acid and a derivative of abietic acid (AA).
Dehydroabietic acid has been used as a reference standard:
to study the aging process of Pinus resins using Fourier-transform infrared spectroscopy (FTIR)
to study the composition changes in Pinus genus with aging using Raman spectroscopy complemented with infrared spectroscopy
to estimate resistance against biotic stress as proxy in chemical defenses in Pinus halepensis

Biochem/physiol Actions

Dehydroabietic acid (DHA) exerts various biological activities such as anti-cancer, anti-aging, antimicrobial, antiulcer, gastroprotective, and cytotoxic activities. It is a potent anti-inflammatory agent and a dual activator of peroxisome proliferator-activated receptors alpha and gamma (PPAR α/γ). DHA has an anti-aging effect and a sirtuin 1 (SIRT1) activating compound. It has antibacterial properties against multidrug-resistant strains. dehydroabietic acid and its derivatives have gastroprotective and cytotoxic effects.

Properties of Dehydroabietic acid

Melting point: 174-176℃
Boiling point: 394.13°C (rough estimate)
Density  1.058
refractive index  1.5404 (estimate)
storage temp.  Sealed in dry,Store in freezer, under -20°C
solubility  DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 10 mg/ml
form  A solid
pka 4.66±0.40(Predicted)
color  White to yellow
EPA Substance Registry System Dehydroabietic acid (1740-19-8)

Safety information for Dehydroabietic acid

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Environment
GHS09
GHS Hazard Statements H301:Acute toxicity,oral
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P273:Avoid release to the environment.

Computed Descriptors for Dehydroabietic acid

InChIKey NFWKVWVWBFBAOV-UHFFFAOYSA-N

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