基本情報
- CAS
99-24-1- 標準SMILES
COC(=O)c1cc(O)c(O)c(O)c1- InChIKey
FBSFWRHWHYMIOG-UHFFFAOYSA-N- 分子式
- C8H8O5
- 平均分子量
- 184.15 g/mol
- 単同位体質量
- 184.03717335
名称と識別子
- 優先名称
- Methyl Gallate
- IUPAC
- methyl 3,4,5-trihydroxybenzoate
- 現地名
- 没食子酸メチル
- 英語名
- Methyl gallate
- 分子式
- C8H8O5
- 分子量
- 184.15
名称と別名
METHYL GALLATEMethyl 3,4,5-trihydroxybenzoate99-24-1Gallic acid methyl esterMethylgallateBenzoic acid, 3,4,5-trihydroxy-, methyl esterGallic acid, methyl esterDTXSID3059189623D3XG80CNSC-363001CHEBI:145828RefChem:42732
名称をさらに表示
没食子酸メチル(3aS,10E)-3aβ,4,5,6,7,8,9,11aα-オクタヒドロ-7α-ヒドロキシ-6-メチレン-3β,10-ジメチルシクロデカ[b]フラン-2(3H)-オンガリシン(3S,7R,10E)-3β,10-ジメチル-7-ヒドロキシ-6-メチレン-3aβ,4,5,6,7,8,9,11aα-オクタヒドロシクロデカ[b]フラン-2(3H)-オン3,4,5-トリヒドロキシ安息香酸メチル 没食子酸メチル3,4,5-トリヒドロキシ安息香酸メチル3,4,5‐トリヒドロキシ安息香酸メチルメチル3,4,5-トリヒドロキシベンゾアートmethyl galloateNSC 363001AKOS 217-13METHYGALLATEMethylGallate>
DTXCID8049098202-741-7GallicinMFCD000021943,4,5-Trihydroxybenzoic acid methyl esterAI3-00861GALLINCINCHEMBL65675
データベース識別子
- CAS
99-24-1- PubChem CID
- 7428
- DTXSID
DTXSID3059189- ChEMBL
CHEMBL65675- ChEBI
CHEBI:145828- UNII
- 623D3XG80C
- EC Number
- 202-741-7
- Nikkaji
- J4.967K
物性
構造計算による物性
- XLogP
- 0.9
- 極性表面積
- 87 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 5
- 回転可能結合数
- 2
- 重原子数
- 13
- 形式電荷
- 0
- 複雑度
- 181
実験および物理化学的性質
Vapor Pressure0.00000178 [mmHg]
Physical DescriptionSolid; [Merck Index] Beige powder; [Sigma-Aldrich MSDS]
物理化学的性質
- 融点
- 201 · 201-204 °C
- 沸点
- 278.08 °C · 278.08°C (rough estimate)
- 比重(密度)
- 1.384 · 1.3840 (rough estimate)
- 屈折率
- 1.569 · 1.5690 (estimate)
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 溶解性
- 50 mg/mL、透明 · エタノール: 50 mg/mL、透明
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- 8.04 · 8.04±0.23(Predicted)
- 色
- 白～ややベージュ
- 水溶解度
- 熱湯に溶ける
- Merck
- 14 · 14,4345
- BRN
- 2113180 · 2113180
- InChI
- 1S/C8H8O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2-3,9-11H,1H3
- InChIKey
- FBSFWRHWHYMIOG-UHFFFAOYSA-N
- SMILES
- COC(=O)c1cc(O)c(O)c(O)c1
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (81.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H319 (98%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (93.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory InformationChemical: Benzoic acid, 3,4,5-trihydroxy-, methyl ester
Hazards Summary
Causes delayed allergic hypersensitivity (multiple organ involvement) in 9-day intermittent dermal studies of guinea pigs; [RTECS] Has both immunosuppressive and phytogenic antineoplastic activities; isolated from Acer saccharinum. [ChemIDplus] A skin and strong eye irritant; May cause skin sensitization; Harmful by ingestion; [Sigma-Aldrich MSDS] Search for (99-24-1[EC/RN Number]) AND (allergic OR dermatitis OR sensitizer OR sensitization): no results that it is a skin sensitizer; [PubMed]
Hazard Classes and CategoriesAcute Tox. 4 (100%)；Skin Irrit. 2 (98%)；Skin Sens. 1 (81.6%)；Eye Irrit. 2A (98%)；STOT SE 3 (93.9%)
化学と産業
用途と製造
UsesUsed as an antioxidant; [Merck Index]
General Manufacturing InformationBenzoic acid, 3,4,5-trihydroxy-, methyl ester: ACTIVE
応用分野
説明Methyl gallate is a phenolic compound found in Terminalia myriocarpa and Geranium niveum. It is also found in wine. It is the methyl ester of gallic acid.
使用Methyl gallate exhibits potent antitumor activities by inhibiting tumor infiltration of CD4+CD25+ regulatory T cells.
調製方法
純化方法Methyl gallate [99-24-1] M 184.2, m 202o. Crystallise the gallate ester from MeOH. [Beilstein 10 IV 1998.]
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