Dehydroabietic acid
Dehydroabietic acid Basic information
- Product Name:
- Dehydroabietic acid
- Synonyms:
-
- [1theta-(1alpha,4abeta,10aalpha)]--methylethyl)
- 13-isopropylpodocarpa-8,11,13-trien-15-oicacid
- 13-trien-15-oicacid,13-isopropyl-podocarpa-11
- 1-phenanthrenecarboxylicacid,1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1
- dehydro-abieticaci
- DEHYDROABIETIC ACID
- 1-Phenanthrenecarboxylicacid, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-diMethyl-7-(1-Methylethyl)-,(1R,4aS,10aR)-
- [1R-(1alpha,4abeta,10aalpha)]-1,2,3,4,4a,9,10,10a-octahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carboxylic acid
- CAS:
- 1740-19-8
- MF:
- C20H28O2
- MW:
- 300.44
- EINECS:
- 217-102-8
- Mol File:
- 1740-19-8.mol
Dehydroabietic acid Chemical Properties
- 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
- InChIKey
- NFWKVWVWBFBAOV-UHFFFAOYSA-N
- LogP
- 6.120 (est)
- EPA Substance Registry System
- Dehydroabietic acid (1740-19-8)
Dehydroabietic acid Usage And Synthesis
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.
Uses
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.
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.
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Dehydroabietic acid(1740-19-8)Related Product Information
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- DARUTOSIDE
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- ABIETIC ACID
- Dehydroabietic acid methyl
- Ecabet
- (+)-Dehydroabietic acid
- Dehydroabietic acid
- DEHYDROABIETIC ACID-6,6-D2
- [1S,(+)]-1,2,3,4,4a,9,10,10aα-Octahydro-6-hydroxy-1,4aβ-dimethyl-7-(1-methylethyl)-1β-phenanthrenecarboxylic acid
- 7-oxodehydroabietic acid
- 7-OXOMETHYLDEHYDROABIETATE
- METHYL (1R,4AS)-9-(ACETYLOXY)-7-ISOPROPYL-1,4A-DIMETHYL-1,2,3,4,4A,9,10,10A-OCTAHYDRO-1-PHENANTHRENECARBOXYLATE
- (1R,4AS)-7-ISOPROPYL-1,4A-DIMETHYL-1,2,3,4,4A,9,10,10A-OCTAHYDROPHENANTHRENE-1-CARBOXYLIC ACID
- Dehydroabietic