カルミン酸
Carmine
基本情報
- CAS
1260-17-9- 標準SMILES
Cc1c(C(=O)O)c(O)cc2c1C(=O)c1c(O)c([C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c(O)c1C2=O- InChIKey
DGQLVPJVXFOQEV-NGOCYOHBSA-N- 分子式
- C22H20O13
- 平均分子量
- 492.4 g/mol
- 単同位体質量
- 492.09039069
概要
Coloring matter from the insect Coccus cacti L. It is used in foods, pharmaceuticals, toiletries, etc., as a dye, and also has use as a microscopic stain and biological marker.
名称と識別子
- 優先名称
- Carmine
- IUPAC
- 3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid
- 現地名
- カルミン酸
- 英語名
- Carminic Acid
- 分子式
- C22H20O13
- 分子量
- 492.39
名称と別名
CarmineB Rose liquidCochineal Dye1390-65-4Dye, CochinealCarmine (Coccus cacti L.)Cochineal (Coccus cacti L.)3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-((2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)anthracene-2-carboxylic acidRefChem:574680DTXSID20442167-glucopyranosyl-3,5,6,8-tetrahydroxyl-1-methyl-9,10-dioxoanthracene-2-carboxylic acid
名称をさらに表示
カルミン酸コヒニールカーミンカルミンコチニール7-α-D-グルコピラノシル-9,10-ジヒドロ-3,5,6,8-テトラヒドロキシ-1-メチル-9,10-ジオキソ-2-アントラセンカルボン酸ナチュラルレッド4C.I.ナチュラルレッド4カルミニン酸コキニール7-β-D-グルコピラノシル-9,10-ジヒドロ-3,5,6,8-テトラヒドロキシ-1-メチル-9,10-ジオキソ-2-アントラセンカルボン酸カルミン酸 (天然色素)カルミニン酸, >70%CI 75470E120coccinic acid
物性
構造計算による物性
- XLogP
- 0.5
- 極性表面積
- 243 Ų
- 水素結合供与体数
- 9
- 水素結合受容体数
- 13
- 回転可能結合数
- 3
- 重原子数
- 35
- 形式電荷
- 0
- 複雑度
- 864
実験および物理化学的性質
Chemical ClassesDyes -> Anthraquinone Dyes
CosmeticsCosmetic colorant
Food Additives
Foods, Drugs, Cosmetics -> FDA Regulatory Status of Color Additives
Foods, Drugs -> FDA Regulatory Status of Color Additives
COLOR OR COLORING ADJUNCT, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Physical DescriptionRed crystals in methanol; bright red powder; deep red color in water; [HSDB]
物理化学的性質
- 融点
- 136 °C · 136 °C
- 比旋光度
- 15654 · 15654 +51.6° (water)
- 沸点
- 506.2 °C · 506.2°C (rough estimate)
- 比重(密度)
- 1.4504 · 1.4504 (rough estimate)
- 屈折率
- 1.6 · 1.6000 (estimate)
- 闪点
- 12 ℃ · 12℃
- 貯蔵温度
- room temp
- 溶解性
- 30 g/リットル · 30g/リットル
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- 1.62 · 1.62±0.20(Predicted)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (298 of 298) of all reports.
Not Classified
Aggregated GHS information provided per 298 reports by companies from 1 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory Information
Chemical: Carmine
REACH registered substance: Carmine (EC: 215-724-4)
Carmine: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Anthraquinones are toxic by ingestion and may cause vomiting, diarrhea, kidney and liver damage, and coma; Deaths have been reported after children ingested Rhamnus berries; [HSDB] Occupational asthma confirmed in workers in dye manufacturing plant; [Malo] Cochineal is the dried bodies of the female insect coccus cacti. Carminic acid is the active coloring material, and carmine is the aluminum lake of carminic acid. [HSDB] See Carminic acid and Cochineal.
Hazard Classes and CategoriesNot Classified
毒性情報
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
安全データ
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 32129000
- 化審法
- (9)-301
- safety_code
化学と産業
薬理情報
MeSH Pharmacological Classification
Natural or synthetic dyes used as coloring agents in processed foods.
Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.
用途と製造
Uses
Used in inks, dyes, food coloring, photography, paints, microbiological stains, and chemical reagents; [HSDB] Carmine is used as a microscopic stain of chromatin. [Ullmann]
Painting (Pigments, Binders, and Biocides) [Category: Paint]
Household Products
Information on 77 consumer products that contain Carmine in the following categories is provided:
Information on 2 consumer products that contain C.I. 75470 in the following categories is provided:
Use ClassificationCosmetics -> Cosmetic colorant
応用分野
解説カルミン酸．サボテン類に寄生するカイガラムシCoccus cactiから単離される動物色素カルミンの成分．アントラキノン誘導体のC-グルコシド．ザクロ色の光沢ある赤色の柱状晶(メタノール)．分解点135 ℃．[α]15654＋51.6°(水)．pKa 1.59±0.20．λmax 278，311(sh)，491，540(sh)nm(log ε 4.50，4.18，3.89，3.64．メタノール)．水，エタノール，エーテル，濃硫酸，水酸化アルカリ溶液に易溶，石油エーテル，ベンゼン，クロロホルムに不溶．アルミニウムイオンやカルシウムイオンとの錯体は深紅色のレーキ顔料となる．絵の具，カラー写真，細菌の染色などに用いられる．
用途生体染色用。
来歴CI Natural Red 4(CI 75470), is a red dye occurring as a glycoside in the body of the cochineal insect Dactylopius coccus of the order Homoptera, family Coccidae. This insect is native to Central and South America. The Aztecs had extracted the dye from the insect centuries before the coming of the Spaniards. For breeding purposes, the insects were collected in the autumn and carefully protected during the winter months. Cochineal was harvested after three months, and then the bugs were killed by immersion in hot water, by placing in hot ovens, or by exposure to the hot sun. The latter method produced the highest quality dye. At present, Peru and the Canary Islands are the main source of the dye. Until the advent of synthetic dyes, the principal use for carminic acid was for dyeing tin-mordanted wool or silk. Its aluminum lake, carmine, finds use in the coloring of foods.
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