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ガロイルアルコール

ガロイルアルコール 化学構造式
149-91-7
  • CAS番号.149-91-7
  • 化学名:ガロイルアルコール
  • 别名:3,4,5-トリヒドロキシ安息香酸;没食子酸;ピロガロール-5-カルボン酸;ガロイルアルコール;ガロ酸;ガルス酸;3,4,5トリヒドロキシ安息香酸;没食子酸一水和物;没食子酸 無水;没食子酸 (3,4,5-トリヒドロキシ安息香酸)
  • 英語化学名:Gallic acid
  • 英語别名:gallic;BETZ 0276;gallicaci;GALLIC ACID;AKOS 214-65;Gallussaure;Gallic acid 0;graphite oxide;graphitic acid;kyselinagallova
  • CBNumber:CB0158671
  • Molecular Formula:C7H6O5
  • Formula Weight:170.12
  • MOL File:149-91-7.mol
ガロイルアルコール 物理性質
  • 融点  :251 °C (dec.) (lit.)
  • 沸点  :259.73°C (rough estimate)
  • 比重(密度)  :1.694
  • 屈折率  :1.5690 (estimate)
  • 貯蔵温度  :2-8°C
  • 外見  :Powder
  • 酸解離定数(Pka) :4.41(at 25℃)
  • 色 :Off-white
  • 水溶解度  :12 g/L cold water
  • Merck  :14,4345
  • BRN  :2050274
  • 安定性: :Stability Stable, but may discolour upon exposure to light. Hygroscopic. Incompatible with strong oxidizing agents, strong bases, acid chlorides, acid anhydrides.
  • InChIKey :LNTHITQWFMADLM-UHFFFAOYSA-N
  • CAS データベース :149-91-7(CAS DataBase Reference)
  • NISTの化学物質情報 :Benzoic acid, 3,4,5-trihydroxy-(149-91-7)
  • EPAの化学物質情報 :Gallic acid (149-91-7)
安全性情報
危険有害性情報のコード(GHS)
  • 絵表示(GHS)
  • 注意喚起語
  • 危険有害性情報
  • H315:皮膚刺激
  • H319:強い眼刺激
  • H335:呼吸器への刺激のおそれ
  • 注意書き
  • P261:粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。
  • P304+P340:吸入した場合:空気の新鮮な場所に移し、呼吸しやすい 姿勢で休息させること。
  • P305+P351+P338:眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。
  • P405:施錠して保管すること。
ガロイルアルコール 価格 もっと(33)
  • メーカー: 富士フイルム和光純薬株式会社(wako)
  • 製品番号: W01CAY11846
  • 製品説明 : 
  • 純度: Gallic Acid
  • 包装: 10g
  • 価格: ¥5800
  • 更新時間: 2021/03/23
  • 購入: 購入
  • メーカー: 富士フイルム和光純薬株式会社(wako)
  • 製品番号: W01CAY11846
  • 製品説明 : 
  • 純度: Gallic Acid
  • 包装: 50g
  • 価格: ¥10100
  • 更新時間: 2021/03/23
  • 購入: 購入
  • メーカー: 関東化学株式会社(KANTO)
  • 製品番号: 40205-32
  • 製品説明 : 没食子酸
  • 純度: Gallic acid>95.0%
  • 包装: 25g
  • 価格: ¥13000
  • 更新時間: 2021/03/23
  • 購入: 購入
  • メーカー: 関東化学株式会社(KANTO)
  • 製品番号: 40205-52
  • 製品説明 : 没食子酸
  • 純度: Gallic acid>95.0%
  • 包装: 5g
  • 価格: ¥5200
  • 更新時間: 2021/03/23
  • 購入: 購入
  • メーカー: Sigma-Aldrich Japan
  • 製品番号: G7384
  • 製品説明 : 没食子酸
  • 純度: Gallic acid97.5-102.5% (titration)
  • 包装: 100g
  • 価格: ¥14700
  • 更新時間: 2021/03/23
  • 購入: 購入

ガロイルアルコール MSDS


3,4,5-Trihydroxybenzoic acid

Gallic acid 化学特性,用途語,生産方法

  • 定義 本品は、次の化学式で表される有機酸である。
  • 解説 芳香族ヒドロキシカルボン酸の一つ。「もっしょくしさん」ともいわれる。別名はピロガロール-5-カルボン酸、3,4,5-トリヒドロキシ安息香酸。分子式C7H6O5、分子量188.1。 植物の葉、茎、根、および没食子、五倍子(ごばいし)の虫こぶなどに遊離の状態またはタンニンの構成成分として分布している。没食子はブナ科植物の若芽のモッショクシバチによる虫こぶから、五倍子はウルシ科植物ヌルデの若芽や葉のアブラムシによる虫こぶから得られ、乾物として漢方薬などに使われている。タンニンを加水分解して得られる無色の柱状結晶で、1分子の結晶水を含むが120℃付近で結晶水を失う。融点(258~265℃)において分解し、ピロガロールと二酸化炭素になる(図)。水によく溶け、鉄(Ⅲ)塩水溶液を加えると青黒色の沈殿を生ずる。強力な還元剤である。タンニンの原料、青インキの製造に使われるほか、写真現像剤、染料の原料、止血剤としての用途ももつ。[廣田 穰 2016年2月17日][参照項目] | タンニン | ヒドロキシカルボン酸 | ピロガロール "没食子酸の反応〔図〕
    小学館 日本大百科全書(ニッポニカ) )
  • 用途 油脂の酸化防止剤、インキ原料
  • 化粧品の成分用途 収れん剤
  • 説明 Gallic acid is a tri hydroxy benzoic acid, a type of phenolic acid, a type of organic acid, also known as 3,4,5- tri hydroxy benzoic acid, found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. The chemical formula is C6H2(OH)3COOH. Gallic acid is found both free and as part of hydrolyzable tannins.
    Salts and esters of gallic acid are termed 'gallates'. Despite its name, it does not contain gallium.
    Gallic acid is commonly used in the pharmaceutical industry. It is used as a standard for determining the phenol content of various analytes by the Folin - Ciocalteau assay; results are reported in gallic acid equivalents. Gallic acid can also be used as a starting material in the synthesis of the psychedelic alkaloid mescaline.
    Gallic acid seems to have anti-fungal and anti - viral properties. Gallic acid acts as an antioxidant and helps to protect human cells against oxidative damage. Gallic acid was found to show cytotoxicity against cancer cells, without harming healthy cells. Gallic acid is used as a remote astringent in cases of internal haemorrhage. Gallic acid is also used to treat albuminuria and diabetes. Some ointments to treat psoriasis and external haemorrhoids contain gallic acid.
  • 化学的特性 Colorless crystalline needles or prisms obtained from nutgall tannins,gallic acid is soluble in water and alcohol and melts at 235 to 240 °C. Also known as trihydroxybenzoic acid, it is used in photography, tanning, ink manufacture and pharmaceuticals.
  • 天然物の起源 Gallic acid is found in a number of land plants. It is also found in the aquatic plant Myriophyllum spicatum and shows an allelopathic effect on the growth of the blue-green alga Microcystis aeruginosa.
    In food
    Areca nut
    Bearberry (Arctostaphylos sp)
    Bergenia sp
    Blackberry
    Hot chocolate
    Juglans regia (Common walnut)
    Mango in peels and leaves
    Phyllanthus emblica (Indian gooseberry) in fruits
    Raspberry
    Syzygium aromaticum (clove)
    Vinegar
    wine
    Witch hazel (Hamamelis virginiana)
    White tea.
  • 使用 Gallic acid is an important component of iron gall ink, the standard European writing and drawing ink from the 12 th to 19th century with a history extending to the Roman empire and the Dead Sea Scrolls. Pliny the Elder (23-79 AD) describes his experiments with it and writes that it was used to produce dyes. Galls (also known as oak apples) from oak trees were crushed and mixed with water, producing tannic acid (a macromolecular complex containing gallic acid). It could then be mixed with green vitriol (ferrous sulfate) — obtained by allowing sulfate - saturated water from a spring or mine drainage to evaporate — and gum arabic from acacia trees; this combination of ingredients produced the ink.
    Gallic acid was one of the substances used by Angelo Mai (1782–1854), among other early investigators of palimpsests, to clear the top layer of text off and reveal hidden manuscripts underneath. Mai was the first to employ it, but did so "with a heavy hand", often rendering manuscripts too damaged for subsequent study by other researchers.
    Early photographers, including Joseph Bancroft Reade (1801– 1870) and William Fox Talbot (1800 – 1877), used gallic acid for developing latent images in calotypes. It has also been used as a coating agent in zincography.
  • 使用 It can be used to produce polyesters based on phloretic acid and gallic acid.
  • 使用 antineoplastic, astringent, antibacterial
  • 使用 Gallic acid is a trihydroxybenzoic acid found in many plants as either the free acid or in the esterified form of gallotannins and ellagitannins. It demonstrates antioxidant activity by scavenging 2,2-diphenyl-1-picrylhydrazyl and hydroxyl free radicals with IC50 values of 9.4 and 191 μM, respectively, and inhibiting microsomal lipid peroxidation with an IC50 value of 1.51 μM. Gallic acid is often used as a standard for determining the phenol content of various analytes by the Folin-Ciocalteau assay where results are reported in gallic acid equivalents.[Cayman Chemical]
  • 使用 A cyclooxygease inhibitor substance found in plants.
  • 使用 gallic acid is a potential bleaching agent and anti-oxidant, it is also astringent and potentially anti-microbial and anti-fungal. Scientists are finding that gallic acid may serve as a skin-lightening agent by inhibiting the action of the tyrosinase and peroxidase enzymes. Some studies indicate that it is more effective than hydroquinone when combined with the proper ingredients. It is also incorporated into anti-aging formulations for its ability to prevent mucopolysaccaride deterioration. It is a constituent of witch hazel and oak bark, among many other plants; however, it is generally obtained from nutgalls for commercial purposes.
  • 定義 ChEBI: A trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5.
  • Biotechnological Production The production of gallic acid is challenging. Conventionally, it has been produced by acid hydrolysis of tannic acid. However, this process is expensive due to low yields and high impurities. To overcome this problem, microbial production of gallic acid has been suggested. For example, in a solid-state fermentation of Teri pod cover powder containing tannin using Rhizopus oryzae, a yield of 90.9 % based on the tannin content of 58 % of the substrate was observed. In a submerged culture of Aspergillus aceleatus DBF9 growing on a medium with 3 % tannin, a maximal product concentration of 6.8 g.L-1 was reported. With tannic acid, even higher product concentrations of up to 25 g.L-1, a yield of 0.83 g of gallic acid per gram of tannic acid, and a productivity of 0,56 g.L-1.h-1 were shown using Apergillus fischeri MTCC 150 in submerged cultivation. An alternative is the enzymatic hydrolysis of tannic acids using tannase produced by microorganisms (e.g. Aspergillus fischeri or R. oryzae). For example, propyl gallate could be produced using a tannase from Emericela nidulans immobilized on ionic and covalent supports.
  • 一般的な説明 Odorless white solid. Sinks in water.
  • 空気と水の反応 Sparingly water soluble
  • 反応プロフィール Phenols, such as Gallic acid, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.
  • 健康ハザード Inhalation of dust may irritate nose and throat. Contact with eyes or skin causes irritation.
  • 火災危険 Flash point data for Gallic acid are not available. Gallic acid is probably combustible.
  • 副作用 It is a weak carbonic anhydrase inhibitor.
  • 代謝 Biosynthesis
    Chemical structure of 3,5- didehydro shikimate Gallic acid is formed from 3-dehydro shikimate by the action of the enzyme shikimate dehydro genase to produce 3,5-didehydro shikimate. This latter compound tautomerizes to form the redox equivalent gallic acid, where the equilibrium lies essentially entirely toward gallic acid because of the coincidently occurring aromatization.
    Degradation
    Gallate dioxygenase is an enzyme found in Pseudomonas putida that catalyzes the reaction :
    gallate + O2 → (1E)-4-oxobut-1-ene-1,2,4-tri carboxylate.
    Gallate decarboxylase is another enzyme in the degradation of gallic acid.
    Conjugation
    Gallate 1-beta-glucosyltransferase is an enzyme that uses UDPglucose and gallate, whereas its two products are UDP and 1-galloylbeta- D-glucose.
  • 純化方法 Crystallise gallic from water. The tri-O-acetyl derivative has m 172o (from MeOH), and the anilide has m 207o(from EtOH). [Beilstein 10 H 470, 10 IV 1993.]
  • Esters Also known as galloylated esters:
    Methyl gallate
    Ethyl gallate, a food additive with E number E313 Propyl gallate, or propyl 3,4,5-trihydroxybenzoate, an ester formed by the condensation of gallic acid and propanol
    Octyl gallate, the ester of octanol and gallic acid
    Dodecyl gallate, or lauryl gallate, the ester of dodecanol and gallic acid
    Epicatechin gallate, a flavan-3-ol, a type of flavonoid, present in green tea
    Epigallocatechin gallate (EGCG), also known as epigallocatechin 3-gallate, the ester of epigallocatechin and gallic acid, and a type of catechin
    Gallocatechin gallate (GCG), the ester of gallocatechin and gallic acid and a type of flavan-3ol
    Theaflavin-3-gallate, a theaflavin derivative.
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149-91-7, ガロイルアルコール キーワード:
  • 149-91-7
  • Gallic acid, 98% 250GR
  • Gallic acid, 98% 5GR
  • Gallic acid 0
  • 3,4,5-Trihydroxybenzoic acid, anhydrous 99%
  • Gallic acid, 5-Carboxybenzene-1,2,3-triol
  • BETZ 0276
  • GALLIC ACID
  • GALLIC ACID-1-HYDRATE
  • AKOS 214-65
  • 3,4,5-TRIHYDROXYBENZOIC ACID
  • 3,4,5-TRIOXYBENZOIC ACID
  • GALLIC ACID- CHINESE
  • GALLIC ACID (MONOHYDRATE OR ANHYDROUS) (3,4,5-TRIHYDROXYBENZOIC ACID )
  • graphite oxide
  • graphitic acid
  • 3,4,5-Trihydroxybezoic acid
  • Gallic acid (Monohydrate or Anhydrous)
  • Benzoic acid, 3,4,5-trihydroxy-
  • 3,4,5-trihydroxybenzoic acid, anhydrous
  • Pyrogallol-5-carboxylic acid
  • GALLIC ACID WITH HPLC
  • Gallic Acid Anhydrous ACS
  • TIMTEC-BB SBB008781
  • RARECHEM AL BE 0070
  • 3,4,5-trihydroxy-benzoicaci
  • gallic
  • Gallussaure
  • Kyselina 3,4,5-trihydroxybenzoova
  • Kyselina gallova
  • kyselina3,4,5-trihydroxybenzoova
  • 3,4,5-トリヒドロキシ安息香酸
  • 没食子酸
  • ピロガロール-5-カルボン酸
  • ガロイルアルコール
  • ガロ酸
  • ガルス酸
  • 3,4,5トリヒドロキシ安息香酸
  • 没食子酸一水和物
  • 没食子酸 無水
  • 没食子酸 (3,4,5-トリヒドロキシ安息香酸)
  • 芳香族カルボン酸系除草剤
  • 植物成長阻害剤