trans-Aconitic acid (HCID 444212)

名称と識別子

優先名称: trans-Aconitic acid
IUPAC: (E)-prop-1-ene-1,2,3-tricarboxylic acid
現地名: trans-アコニット酸
英語名: TRANS-ACONITIC ACID
分子式: C6H6O6
分子量: 174.11

名称と別名

trans-Aconitic acid4023-65-8(E)-prop-1-ene-1,2,3-tricarboxylic acidtrans-Aconitate(1E)-prop-1-ene-1,2,3-tricarboxylic acidAconitic acid, (E)-DTXSID10487061-Propene-1,2,3-tricarboxylic acid, (1E)-7DB37960CWNSC-43980DTXCID8028632CHEBI:32806

名称をさらに表示

trans-アコニット酸2-(カルボキシメチル)フマル酸(E)-プロペン-1,2,3-トリカルボン酸(E)-1-プロペン-1,2,3-トリカルボン酸TRANS‐アコニット酸TRANS-1-プロペン-1,2,3-トリカルボン酸アコニット酸, TRANS-trans-アコニット酸, 98%トランス-アコニット酸(1E)-プロパ-1-エン-1,2,3-トリカルボン酸citridic acidACHILLEIC ACIDTRANS-4-METHYLCYCLOHEXYLAMINEAKOS NCG1-0088equisetic acid

FEMA NO. 2010, E-RefChem:1100251223-688-6(E)-1-Propene-1,2,3-tricarboxylic acid(E)-Aconitic acidtrans Aconitic acidtransaconitic acidaconitate

データベース識別子

CAS: 4023-65-8、499-12-7
PubChem CID: 444212
DTXSID: DTXSID1048706
ChEBI: CHEBI:32806
UNII: 7DB37960CW
EC Number: 223-688-6
Nikkaji: J79.903C

物性

構造計算による物性

XLogP: -1
極性表面積: 112 Å²
水素結合供与体数: 3
水素結合受容体数: 6
回転可能結合数: 4
重原子数: 12
形式電荷: 0
複雑度: 251

実験および物理化学的性質

LogP-0.140

Solubility472.5 mg/mL

Melting Point187 - 191 °C

Physical DescriptionSolid

Collision Cross Section · 2 件

149.13 Å² [M+Na]+ [CCS Type: DT; Method: stepped-field]；153.02 Å² [M+H]+ [CCS Type: DT; Method: stepped-field]；131.88 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

148.2 Å² [M+Na]+；152 Å² [M+H]+；131.4 Å² [M-H]-

物理化学的性質

融点: 190 °C · 190 °C (dec.)(lit.)
沸点: 225.05 °C · 225.05°C (rough estimate)
比重(密度): 0.56 g/cm3 · 0.56 g/cm3 (20℃)
屈折率: 1.586 · 1.5860 (estimate)
FEMA: 2010 · 2010 | ACONITIC ACID
貯蔵温度: 30 °C · Store below +30°C.
溶解性: 400 g/リットル · 400g/リットル
酸解離定数(Pka): 2.8 · 2.8(at 25℃)
外見: 個体
色: ホワイトからオフホワイト
PH: 3.14 · 3.14(1 mM solution);2.48(10 mM solution);1.92(100 mM solution)
臭い (Odor): 100 %で。野菜のかび臭いナッツのドライトースト · 100.00%で。野菜のかび臭いナッツのドライトースト
においのタイプ: 野菜
水溶解度: 20 ℃の水に400g/Lで溶けます。エーテルにわずかに溶ける。 · 20℃の水に400g/Lで溶けます。エーテルにわずかに溶ける。
BRN: 1725830 · 1725830
InChI: 1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+
InChIKey: GTZCVFVGUGFEME-HNQUOIGGSA-N
SMILES: OC(=O)C\C(=C/C(O)=O)C(O)=O
LogP: -0.14 · -0.14
CAS データベース: 4023 · 4023-65-8(CAS DataBase Reference)
EPAの化学物質情報: 1 · 1-Propene-1,2,3-tricarboxylic acid, (1E)- (4023-65-8)

化学的性質

化学的特性WHITE TO OFF-WHITE CRYSTALLINE POWDER

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 50% (7 of 14) of reports.

Warning

H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (42.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 14 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 7 of 14 reports by companies.；There are 3 notifications provided by 7 of 14 reports by companies with hazard statement code(s).；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 Information · 3 件

Chemical: 1-Propene-1,2,3-tricarboxylic acid, (E)-

Status: Active Update: 12-11-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/31773

1-Propene-1,2,3-tricarboxylic acid, (1E)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment

Hazard Classes and CategoriesSkin Irrit. 2 (50%)；Eye Irrit. 2 (50%)；STOT SE 3 (42.9%)

法規制情報

Regulatory Information · 3 件

Chemical: 1-Propene-1,2,3-tricarboxylic acid, (E)-

Status: Active Update: 12-11-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/31773

1-Propene-1,2,3-tricarboxylic acid, (1E)-: Does not have an individual approval but may be used under an appropriate group standard

安全データ

wgk: 3
tsca: TSCA listed
rtecs: UD2380000
hs_code: 2917.19.7050
risk_code: 36/37/38
hazard_code: Xi
safety_code: 24/25-37/39-36-26
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

General Manufacturing Information1-Propene-1,2,3-tricarboxylic acid, (1E)-: ACTIVE

応用分野 · 3 件

用途有機合成原料。

使用It plays an important role as an antimicrobial agent that blocks the transformation of Leishmania donovani amastigotes to prostigotes. trans-Aconitic acid is also used in synthesis of aconitate esters. It may be used for cross-linking polyvinyl alcohol film for preparing composite nanofiltration membranes.

一般的な説明trans-Aconitic acid is inhibitor of the tricarboxylic acid cycle and was identified in range grasses.

調製方法 · 1 件

純化方法Purify trans-acid by dissolving it in AcOH (77g/150mL), filtering and cooling. The acid separates (55g) as colourless needles. A further quantity (10g) can be obtained by reducing the volume of the filtrate. The acid is dried in air then in a vacuum desiccator over NaOH. The acid can be recrystallised from Me2CO/CHCl3. The highest melting point is obtained with the very dry acid. A melting point of 209o was obtained on a Dennis bar [Dennis & Shalton J Am Chem Soc 52 3128 1930, Bruce Org Synth Coll Vol II 12 1943]. [Beilstein 2 IV 2405.]