基本情報
- 標準SMILES
O=Cc1ccc(O)c(O)c1- InChIKey
IBGBGRVKPALMCQ-UHFFFAOYSA-N- 分子式
- C7H6O3
- 平均分子量
- 138.12 g/mol
- 単同位体質量
- 138.03169405
概要
3,4-dihydroxybenzaldehyde is a dihydroxybenzaldehyde.
名称と識別子
- 優先名称
- 3,4-Dihydroxybenzaldehyde
- IUPAC
- 3,4-dihydroxybenzaldehyde
- 現地名
- 3,4-ジヒドロキシベンズアルデヒド
- 英語名
- Protocatechualdehyde
- 分子式
- C7H6O3
- 分子量
- 138.12
名称と別名
名称をさらに表示
データベース識別子
- CAS
139-85-5- PubChem CID
- 8768
- DTXSID
DTXSID4074512- ChEMBL
CHEMBL222021- ChEBI
CHEBI:50205- UNII
- 4PVP2HCH4T
- EC Number
- 205-377-7
- Nikkaji
- J5.647B、J822.910D
物性
構造計算による物性
- XLogP
- 1.3
- 極性表面積
- 57.5 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 3
- 回転可能結合数
- 1
- 重原子数
- 10
- 形式電荷
- 0
- 複雑度
- 124
実験および物理化学的性質
物理化学的性質
- 融点
- 150 · 150-157 °C(lit.)
- 沸点
- 213.5 °C · 213.5°C (rough estimate)
- 比重(密度)
- 1.2667 · 1.2667 (rough estimate)
- 屈折率
- 1.46 · 1.4600 (estimate)
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 6.3 g/リットル · 6.3g/リットル
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- pK (25°) 7.55
- 色
- やや茶色
- 臭い (Odor)
- 100 %で。乾燥薬用ビターアーモンド · 100.00%で。乾燥薬用ビターアーモンド
- においのタイプ
- 薬用
- 水溶解度
- 50 g/L · 50g/L(20℃)
- Merck
- 14 · 14,7893
- BRN
- 774381 · 774381
- 安定性
- 安定。強塩基、強酸化剤とは相容れない。
- 化粧品成分の機能
- 漂白抗酸化物質スキンコンディショニング
- InChI
- 1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
- InChIKey
- IBGBGRVKPALMCQ-UHFFFAOYSA-N
- SMILES
- Oc1ccc(C=O)cc1O
- LogP
- 1.09 · 1.090
- CAS データベース
- 139 · 139-85-5(CAS DataBase Reference)
- NISTの化学物質情報
- 3 · 3,4-Dihydroxybenzaldehyde(139-85-5)
- EPAの化学物質情報
- 3 · Benzaldehyde, 3,4-dihydroxy- (139-85-5)
化学的性質
化学的特性Protocatechualdehyde is a phenolic aldehyde crystalline compound with the molecular formula C7H6O3. The compound is released from cork stoppers into wine. protocatechualdehyde can be found in barley, grapevine, green Cavendish, and root of herb S. miltiorrhiza. The compound contains pro-apoptotic and antiproliferative properties against human breast cancer cells as well as colorectal cancer cells by reducing the expression of cyclin D1 and β-catenin.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 62.7% (89 of 142) of all reports.
Warning
H315 (34.5%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 142 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: Benzaldehyde, 3,4-dihydroxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Status: Active Update: 13-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34350
3,4-Dihydroxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard
毒性情報
安全データ
- F
- 9
- wgk
- 3
- rtecs
- UL0380000
- hs_code
- 29124900
- risk_code
- 36/37/38-22
- 化審法
- (3)-1198
- hazard_code
- Xi
- hazard_note
- Irritant/Air Sensitive
- safety_code
- 26-36-37/39
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
用途と製造
応用分野
用途有機合成原料、酸化防止剤原料、たん白質染料。
説明Protocatechualdehyde is extracted from roots of the common traditional Chinese medicine Salvia miltiorrhiza Bge, which was harvested in autumn for better quality. Take root and remove stems, leaves and fibrous roots, then dry it. Most of them are wide, and they are mainly cultivated in recent years. South Salvia and Gansu Salvia are also widely used. Besides, there are a variety of sibling plant roots used as Salvia miltiorrhiza in Yunnan. Now, the existence of protocatechualdehyde has been found in variety of herbs, for example, in the leaf of Stenoloma Chusanum (L.) Ching and Ilex chinensis Sims.
来歴In the 1940s, the research was conducted overseas to obtain protocatechualdehyde form herbs. In 1972, the chemical group of Chinese herbal medicine in Nanjing College of Pharmacy systematically studied chemical composition in purple flower holly leaf and separated six monomers including protocatechualdehyde. Then they compared the effect of protocatechualdehyde, Salvia miltiorrhiza injection and hairy holly root injection, in which protocatechualdehyde is the most effective in increasing coronary sinus flow. Further experiments examined that protocatechualdehyde can increase coronary flow and improve coronary circulation, so it was called after perhexiline. Further clinical observation indicated that protocatechualdehyde has effect on coronary heart disease. The graduates of Nanjing College of Pharmacy in 1975 extracted, separated, isolated, and identified protocatechualdehyde in Salviamiltiorrhiza during the internship in Nanjing Municipal Hospital and studied its distribution, excretion, and toxicity in animals for clinical rational drug usage
使用3,4-Dihydroxybenzaldehyde is used in as an apoptosis inducer of human leukemia cells.
一般的な説明3,4-Dihydroxybenzaldehyde has been recognized as one of the antifungal compound extracted from the outer skin of green Cavendish bananas. It can be synthesized from catechol via Fries rearrangement.
調製方法
純化方法Crystallise the aldehyde from water or toluene and dry it in a vacuum desiccator over KOH pellets or shredded wax respectively. [Beilstein 8 IV 1762.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義本品は、次の化学式で表される有機化合物である。
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