2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-
INDIGO RED · COUROUPITINE B · 2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro- · Nsc105327 · c.i.73200 · INDIRUBIN · C.I.75790 · Indirabin
식별자 및 물리적 특성
| CAS No. | 397242-72-7 |
|---|---|
| 분자식 | C16H10N2O2 |
| 평균 분자량 | 262.26 g/mol |
| SMILES | O=C1C(c2c(O)[nH]c3ccccc23)=Nc2ccccc21 |
| InChIKey | CRDNMYFJWFXOCH-UHFFFAOYSA-N |
| PubChem CID | 10177 |
| ChEMBL | CHEMBL3185783 |
| EC No. | 610-392-0 |
| DTXSID | DTXSID201026053 |
화학 및 물리적 성질
| XLogP | 2.7 |
|---|---|
| 극성 표면적 | 65.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 20 |
| 형식 전하 | 0 |
| 복잡도 | 448 |
| 물질 분류 | Dye |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Crystal structure |
| 녹는점 | 350°C(lit.) |
| 끓는 점 | 496.6±45.0 °C(Predicted) |
| 밀도 | 1.417±0.06 g/cm3(Predicted) |
| 저장 조건 | -20°C |
| 용해도 | DMSO(약간 용해됨), 메탄올(매우 소량, 가열) |
| pKa(산도 계수) | 9.13±0.20(Predicted) |
| 물리적 상태 | 보라색 가루. |
| 색상 | 매우 진한 빨간색 |
| 주요 응용 | 음식 및 음료 |
| 화장품 원료 기능 | 피부 보호피부 컨디셔닝 - 보습제피부 컨디셔닝 - 보습제 |
| InChI | InChI=1S/C16H10N2O2/c19-15-10-6-2-4-8-12(10)17-14(15)13-9-5-1-3-7-11(9)18-16(13)20/h1-8,17H,(H,18,20) |
| InChIKey | CRDNMYFJWFXOCH-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=CC=C2)C(=C2C(=O)C3=C(N2)C=CC=C3)C1=O |
안전 및 규제
| GHS 분류 | WarningH315 (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)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 수질 위해 등급(WGK) | WGK 1 |
| RTECS 번호 | DU2995000 |
| 관세 코드 | 29339900 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
A further alkaloid isolated from the matured fruit of Couroupita guianensis, this base forms red crystals from EtOH and melts above 340°C. It forms the Nacetyl derivative, m.p. 186°C. The full structure has not yet been established.
역사
The report in 1951 showed that indirubin can inhibit eosinophils in the blood of guinea pigs. But this report did not attract attention. Indirubin is the effective component of the traditional Chinese medicine Angelica aloe pill. Since 1966, the scientists in the Institute of Hematonosis, Chinese Academy of Medical Sciences Research, started the research of therapying chronic myelocytic leukemia with the TCM rules using Angelica aloe pills, which had certain effect. Angelica aloe pill consisted of 11 herbs, such as Angelica, Aloe, Rhizoma Coptidis, and natural indigo. It was identified that natural indigo was the effective component of Angelica aloe pill. However, the active ingredient of natural indigo was indirubin.Indirubin is a novel antileukemia drug, which was found by the medical scientists in China in the middle of the 1970s. It has the effects of antibacterial, antiinflammatory, antitumor, and enhancing immune functions. The compound has been applied to the clinical treatment of chronic myeloid leukemia. Indirubin has the characteristics of reliable clinical curative effect, small side effects, and no obvious inhibitory effect on the bone marrow.
일반 설명
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG