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SMB00089

Sigma-Aldrich

Dehydroabietic acid

≥90% (LC/MS-ELSD)

Szinonimák:

Abieta-8,11,13-trien-18-oic acid, Dehydroabietate

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About This Item

Tapasztalati képlet (Hill-képlet):
C20H28O2
CAS-szám:
1740-19-8
Molekulatömeg:
300.44
EC-szám:
217-102-8
MDL-szám:
MFCD09839012
UNSPSC kód:
12352205
PubChem Substance ID:
329824767
NACRES:
NA.25

Teszt

≥90% (LC/MS-ELSD)

form

solid

alkalmazás(ok)

metabolomics
vitamins, nutraceuticals, and natural products

tárolási hőmérséklet

−20°C

SMILES string

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

Nemzetközi kémiai azonosító kulcs

NFWKVWVWBFBAOV-MISYRCLQSA-N

Related Categories

Általános leírás

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).

Alkalmazás

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

Biokémiai/fiziológiai hatások

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.

Piktogramok

Skull and crossbonesEnvironment
GHS06,GHS09

Figyelmeztetés

Danger

Figyelmeztető mondatok

H301,H410

Óvintézkedésre vonatkozó mondatok

P273 - P301 + P310 + P330

Veszélyességi osztályok

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Tárolási osztály kódja

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable

Analitikai tanúsítványok (COA)

Analitikai tanúsítványok (COA) keresése a termék sarzs-/tételszámának megadásával. A sarzs- és tételszámok a termék címkéjén találhatók, a „Lot” vagy „Batch” szavak után.

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Sigma-Aldrich

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Sigma-Aldrich

SMB00582

Rosin

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Steviol hydrate ≥98% (HPLC), powder

Sigma-Aldrich

H8664

Steviol hydrate

Victoria Beltran et al.
Journal of natural products, 80(4), 854-863 (2017-03-31)
The resin extracted from the species of the Pinus genus (Pinaceae family) is a widely used material. Primarily, resins are made up of two types of diterpenoids: abietanes and pimaranes. Their composition changes with aging, affecting their chemical and physical
Xin Wan et al.
Environmental pollution (Barking, Essex : 1987), 247, 216-228 (2019-01-25)
Biomass burning (BB) is one of the largest sources of carbonaceous aerosols with adverse impacts on air quality, visibility, health and climate. BB emits a few specific aromatic acids (p-hydroxybenzoic, vanillic, syringic and dehydroabietic acids) which have been widely used
Xianxing Jiang et al.
Organic letters, 11(1), 153-156 (2008-12-11)
A new class of dehydroabietic amine-substituted primary amine-thiourea bifunctional catalysts were designed and synthesized. The doubly stereocontrolled organocatalytic conjugate addition of a variety of heterocycles-bearing ketones to nitroalkenes was investigated for the first time, affording (S)- or (R)-gamma-nitro heteroaromatic ketones
Nor Fadhilah Kamaruzzaman et al.
Materials (Basel, Switzerland), 11(9) (2018-09-16)
Infectious disease caused by pathogenic bacteria continues to be the primary challenge to humanity. Antimicrobial resistance and microbial biofilm formation in part, lead to treatment failures. The formation of biofilms by nosocomial pathogens such as Staphylococcus aureus (S. aureus), Pseudomonas
Min-Sook Kang et al.
BioFactors (Oxford, England), 35(5), 442-448 (2009-09-16)
Terpenoids, which are contained in a large number of dietary and herbal plants, have many biological effects. In this study, the effects of dehydroabietic acid (DAA), a diterpene, on glucose and lipid metabolism were examined using obese diabetic KK-Ay mice.
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