아코니트산
아코니트산 · 아코니트산(ACONITICACID) · 프로펜-1,2,3-트리카르복실산 · 1-Propene-1,2,3-tricarboxylic acid · aconiticaci · ACONITIC ACID · citridinic acid · achilleaic acid
식별자 및 물리적 특성
| CAS No. | 499-12-7 |
|---|---|
| 분자식 | C6H6O6 |
| 평균 분자량 | 174.11 g/mol |
| 단동위원소 질량 | 174.01643791 g/mol |
| SMILES | O=C(O)C=C(CC(=O)O)C(=O)O |
| InChIKey | GTZCVFVGUGFEME-UHFFFAOYSA-N |
| PubChem CID | 309 |
| ChEMBL | CHEMBL153658 |
| ChEBI | CHEBI:22211 |
| EC No. | 207-877-0 |
| DTXSID | DTXSID9060102 |
| 현지명 | 아코니트산 |
화학 및 물리적 성질
| XLogP | -1 |
|---|---|
| 극성 표면적 | 112 |
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 6 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 251 |
| 녹는점 | 192°C (rough estimate) |
| 끓는 점 | 225.05°C (rough estimate) |
| 밀도 | 1.4285 (rough estimate) |
| 굴절률 | 1.5860 (estimate) |
| FEMA | 2010 | ACONITIC ACID |
| 용해도 | Soluble 16 % in water at 13 ℃, 33% in water at 25 ℃. Decomposes when heated to 200° C. Soluble in alcohol and most perfume and flavor materials, poorly soluble in hydrocarbons (Terpenes, etc.). |
| 물리적 상태 | Solid |
| pKa(산도 계수) | 2.39±0.36(Predicted) |
| 색상 | Colorless (white) crystal leaves or plates |
| 냄새 | 건조하고 구운 뉘앙스가 있는 식물성, 곰팡내, 견과류 향 |
| JECFA Number | 627 |
| LogP(분배 계수) | 0.63 |
| EPA | 1-Propene-1,2,3-tricarboxylic acid (499-12-7) |
화학적 성질
Aconitic acid has pleasant, winey, acid taste; almost odorless. Aconitic acid of the trans-configuration can be isolated during the processing of sugarcane by precipitating it as the calcium salt from cane syrup or molasses. The concentration in molasses ranges from 1.8 to 2.5%. Aconitic acid may be synthesized from citric acid by dehydration with sulfuric acid or by catalytic dehydration. The cis-configuration is somewhat unstable and is readily rearranged to the trans form by heating. Trans-aconitic acid is decarboxylated to itaconic acid by heating to 180°F. The cis form occurs in plant and animal tissues as a metabolic intermediate in the Krebs cycle during the isomerization of citric acid to isocitric acid by the action of enzyme aconitase
안전 및 규제
| TSCA 등재 상태 | TSCA listed |
|---|---|
| 독성 | LD50 intravenous in mouse: 180mg/kg |
| 기존화학 물질 | KE-29440 |
| 유해 물질 데이터 | 499-12-7(Hazardous Substances Data) |
용도
출처
Reported found in beet root, sugarcane, the leaves and tubers of Aconitum napellus, and other natural products (Pelargonium species).
용도
Aconitic Acid is a flavoring substance which occurs in the leaves and tubers of aconitum napellus l. And other ranunculaceae. Transaconitic acid can be isolated during sugar cane processing, by precipitation as the calcium salt from cane sugar or molasses. It may be synthesized by sulfuric acid dehydration of citric acid but not by the methanesulfonic acid method. It is used in a maximum level, as served, of 0.003% for baked goods, 0.002% for alcoholic beverages, 0.0015% for frozen dairy products, 0.0035% for soft candy, and 0.0005% or less for all other food categories.
제조 및 합성 방법
제조 방법
By dehydration of citric acid with concentrated H2SO4: Aconitic acid prepared by this or other methods has the transconfiguration; the cis-isomer is little known. Trans-aconitic acid can be isolated during sugarcane processing by precipitation as the calcium salt from cane sugar or molasses.