Ethyl 3,4-Dihydroxybenzoate (HCID 77547)

概要

Ethyl 3,4-dihydroxybenzoate is an ethyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with ethanol. It is the anti-oxidative component of peanut seed testa. It has a role as an EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor, an antioxidant, an antibacterial agent, an apoptosis inducer and a plant metabolite. It is an ethyl ester and a member of catechols. It is functionally related to a 3,4-dihydroxybenzoic acid.

名称と識別子

優先名称: Ethyl 3,4-Dihydroxybenzoate
IUPAC: ethyl 3,4-dihydroxybenzoate
現地名: 3,4-ジヒドロキシ安息香酸エチル
英語名: Ethyl 3,4-dihydroxybenzoate
分子式: C9H10O4
分子量: 182.17

名称と別名

Ethyl 3,4-dihydroxybenzoate3943-89-3Ethyl protocatechuateProtocatechuic acid ethyl ester3,4-Dihydroxybenzoic Acid Ethyl EsterEthyl-3,4-dihydroxybenzoateDTXSID20577324YGJ96WTBGNSC-86130DTXCID3031521CHEBI:132364RefChem:138647

名称をさらに表示

3,4-ジヒドロキシ安息香酸エチルプロトカテク酸エチルプロトカテク酸エチルエステル3,4‐ジヒドロキシ安息香酸エチルエチル 3,4-ジヒドロキシベンゾアートNSC 86130NSC 6196813,4-2-ethylERLOTINIBINT-ARARECHEM AL BI 0069Ethyl 3,4-dihydroxyb

223-529-0Benzoic acid, 3,4-dihydroxy-, ethyl esterMFCD00002199Erlotinib Impurity 55CHEMBL4862163,4-Dihydroxy-benzoic acid ethyl esterEDHBUNII-4YGJ96WTBG

データベース識別子

CAS: 3943-89-3
PubChem CID: 77547
DTXSID: DTXSID2057732
ChEMBL: CHEMBL486216
ChEBI: CHEBI:132364
UNII: 4YGJ96WTBG
EC Number: 223-529-0
Nikkaji: J208.318C

物性

構造計算による物性

XLogP: 1.8
極性表面積: 66.8 Å²
水素結合供与体数: 2
水素結合受容体数: 4
回転可能結合数: 3
重原子数: 13
形式電荷: 0
複雑度: 180

物理化学的性質

融点: 132 · 132-134 °C(lit.)
沸点: 275.56 °C · 275.56°C (rough estimate)
比重(密度): 1.2481 · 1.2481 (rough estimate)
蒸気圧: 0 · 0-9.4Pa at 20-120℃
屈折率: 1.45 · 1.4500 (estimate)
貯蔵温度: Sealed in dry,Room Temperature
溶解性: DMSO (Slightly), Methanol (Slightly)
外見: 結晶性粉末
酸解離定数(Pka): 8.19 · 8.19±0.18(Predicted)
色: 淡い黄色からベージュ
臭い (Odor): 100 · 100.00?%で。フェノール系
水溶解度: 水に不溶。エタノールに可溶。
BRN: 2097435 · 2097435
化粧品成分の機能: 抗酸化物質スキンコンディショニング - その他抗菌剤
InChI: 1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3
InChIKey: KBPUBCVJHFXPOC-UHFFFAOYSA-N
SMILES: CCOC(=O)c1ccc(O)c(O)c1
LogP: 1.4 at · 1.4 at 35℃ and pH6.6
表面張力: 74.7 mN/m · 74.7mN/m at 1g/L and 20℃
CAS データベース: 3943 · 3943-89-3(CAS DataBase Reference)
NISTの化学物質情報: 3 · Benzoic acid, 3,4-dihydroxy-, ethyl ester(3943-89-3)

化学的性質

化学的特性pale yellow to beige crystalline powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (95.4%): 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 87 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationStatus: Active Update: 04-10-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/18793

Hazard Classes and CategoriesSkin Irrit. 2 (95.4%)

安全データ

wgk: 3
hs_code: 29053990
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
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

用途と製造

Use ClassificationFood Additives -> ANTIOXIDANT -> JECFA Functional Classes

応用分野 · 3 件

用途香料・香辛料、酸化防止剤

説明Ethyl 3,4-dihydroxybenzoate (EDHB) is an analogue of 2-oxoglutarate and thus a competitive inhibitor of prolyl hydroxylase domain enzymes (PHDs). It is known as protocatechuic acid and is present in plant foods such as olives, roselle, du-zhong, and white grape wine.This compound have antioxidant, cardioprotective, neuroprotective, antimicrobial, anti-inflammatory and myoprotective activity, as well as anti-ulcer activity[1].

使用An antioxidant compound found in Sicilian virgin olive oils and red wines.

上流・下流製品情報

上流原料

下流製品

ソルビン酸

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補足説明

定義ChEBI: An ethyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with ethanol. It is the anti-oxidative component of peanut seed testa.