SMB00089

Dehydroabietic acid

≥90% (LC/MS-ELSD)

• Synonyme(s) : Abieta-8,11,13-trien-18-oic acid, Dehydroabietate
• Formule empirique (notation de Hill): C₂₀H₂₈O₂
• Numéro CAS: 1740-19-8
• Poids moléculaire : 300.44
• Numéro CE : 217-102-8
• Numéro MDL: MFCD09839012
• Code UNSPSC : 12352205
• ID de substance PubChem : 329824767
• Nomenclature NACRES : NA.25

Propriétés

• Essai: ≥90% (LC/MS-ELSD)
• Forme: solid
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• Température de stockage: −20°C
• Chaîne SMILES: CC(C)c1ccc2c(CC[C@H]3[C@@](C)(CCC[C@]23C)C(O)=O)c1
• InChI: 1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1
• Clé InChI: NFWKVWVWBFBAOV-MISYRCLQSA-N

Description

Description générale

Dehydroabietic acid (DHA or DAA) is a bioactive phytochemical, diterpenoid found in various Pinus species.[1] It is a resin acid and a derivative of abietic acid (AA).[2]

Application

Dehydroabietic acid has been used as a reference standard:

• to study the aging process of Pinus resins using Fourier-transform infrared spectroscopy (FTIR)[3]
• to study the composition changes in Pinus genus with aging using Raman spectroscopy complemented with infrared spectroscopy[4]
• to estimate resistance against biotic stress as proxy in chemical defenses in Pinus halepensis[5]

Actions biochimiques/physiologiques

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).[2] DHA has an anti-aging effect and a sirtuin 1 (SIRT1) activating compound.[1] It has antibacterial properties against multidrug-resistant strains.[6] dehydroabietic acid and its derivatives have gastroprotective and cytotoxic effects.[7]

Informations sur la sécurité

• Pictogrammes: GHS06,GHS09
• Mention d'avertissement: Danger
• Mentions de danger: H301,H410
• Conseils de prudence: P273 - P301 + P310 + P330
• Classification des risques: Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable