Mesaconic acid (HCID 638129)

概要

Mesaconic acid is a dicarboxylic acid consisting of fumaric acid having a methyl substituent at the 2-position. It has a role as a plant metabolite and a human metabolite. It is a dicarboxylic fatty acid and a dicarboxylic acid. It is functionally related to a fumaric acid. It is a conjugate acid of a mesaconate(2-).

名称と識別子

優先名称: Mesaconic acid
IUPAC: (E)-2-methylbut-2-enedioic acid
現地名: メサコン酸
英語名: Mesaconic acid
分子式: C5H6O4
分子量: 130.1

名称と別名

mesaconic acid498-24-82-Methylfumaric acid2-Butenedioic acid, 2-methyl-, (2E)-Fumaric acid, methyl-(2E)-2-METHYLBUT-2-ENEDIOIC ACIDCitronic acid(E)-2-methylbut-2-enedioic acidtrans-2-Methyl-2-butenedioic acidtrans-1-Propene-1,2-dicarboxylic acidKyselina mesakonovaButenedioic acid, methyl-, (E)-

名称をさらに表示

メサコン酸メチルフマル酸2-メチルフマル酸(E)-2-メチル-2-ブテン二酸(2E)-2-メチルブタ-2-エン二酸Mesaconate2-methylfumarateMesaconicAcid>methyl-fumaricaciMESACONIC ACID 99%METHYLFUMARIC ACIDkyselinamesakonova

2-Butenedioic acid, 2-methyl-, (E)-Kyselina mesakonova [Czech](E)-Citraconic acid2-methyl-2E-butenedioic acidNSC 65438BRN 1722680(2E)-2-Methyl-2-butenedioic acidEINECS 207-859-2

データベース識別子

CAS: 498-23-7、498-24-8
PubChem CID: 638129
DTXSID: DTXSID10883407
ChEBI: CHEBI:16600
UNII: 90UTM639KK
EC Number: 207-859-2
Nikkaji: J278.813F、J6.107G

物性

構造計算による物性

XLogP: -0.1
極性表面積: 74.6 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: 2
重原子数: 9
形式電荷: 0
複雑度: 168

実験および物理化学的性質

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]

SpringerMaterials PropertiesCrystal structure

Solubility26.3 mg/mL at 18 °C

Melting Point200 - 202 °C

Physical DescriptionSolid

物理化学的性質

融点: 200 · 200-202 °C(lit.)
沸点: 250 ° · bp 250° (decompn)
比重(密度): 1.466 · 1.466
屈折率: 1.424 · 1.4240 (estimate)
貯蔵温度: 2 · 2-8°C
溶解性: DMSO（微量）、メタノール（微量）
外見: 個体
酸解離定数(Pka): 3.09 · 3.09(at 25℃)
色: ホワイトからオフホワイト
PH: 3.23 · 3.23(1 mM solution);2.61(10 mM solution);2.06(100 mM solution)
水溶解度: 26.3 g/L · 26.3g/L(18℃)
Merck: 5903 · 5903
BRN: 1722680 · 1722680
InChI: 1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+
InChIKey: HNEGQIOMVPPMNR-NSCUHMNNSA-N
SMILES: C\C(=C/C(O)=O)C(O)=O
LogP: 0.54 · 0.540 (est)
CAS データベース: 498 · 498-24-8(CAS DataBase Reference)
NISTの化学物質情報: 2 · 2-Butenedioic acid, 2-methyl-, (E)-(498-24-8)
EPAの化学物質情報: 2 · 2-Butenedioic acid, 2-methyl-, (2E)- (498-24-8)

化学的性質

化学的特性Mesaconic acid is a natural isomer of itaconic acid, appearing as colourless, oblique needle-like crystals or monoclinic plates. It is soluble in ether, but sparingly soluble in chloroform and carbon disulphide.

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): 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 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: 3
tsca: TSCA listed
rtecs: OX5075000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Cellular LocationsExtracellular

用途と製造

General Manufacturing Information2-Butenedioic acid, 2-methyl-, (2E)-: ACTIVE

応用分野

使用Mesaconic acid is used in electropolishing stainless steel and as a laminant for polyethylene.

調製方法

純化方法Crystallise it from H2O or EtOH [Katakis et al. J Chem Soc, Dalton Trans 1491 1986]. [Beilstein 2 IV 2231.]

上流・下流製品情報

上流原料

硝酸無水マレイン酸-2,3-D2

下流製品

シトラコン酸無水物

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

Hangzhou Collab Medicine Co.,Ltd.+86-15936229464 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]

合肥曼奇诺生物医药技术有限公司19719236623 · [email protected]

補足説明 · 1 件

定義ChEBI: Mesaconic acid is a dicarboxylic acid consisting of fumaric acid having a methyl substituent at the 2-position. It has a role as a plant metabolite and a human metabolite. It is a dicarboxylic fatty acid and a dicarboxylic acid. It is functionally related to a fumaric acid. It is a conjugate acid of a mesaconate(2-).

メサコン酸

基本情報

概要