基本情報
- CAS
126-14-7- 標準SMILES
CC(=O)OC[C@H]1O[C@@](COC(C)=O)(O[C@H]2O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O- InChIKey
ZIJKGAXBCRWEOL-SAXBRCJISA-N- 分子式
- C28H38O19
- 平均分子量
- 678.6 g/mol
- 単同位体質量
- 678.20072898
概要
Sucrose octaacetate is a glycoside.
名称と識別子
- 優先名称
- Sucrose Octaacetate
- IUPAC
- [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(2S,3S,4R,5R)-3,4-diacetyloxy-2,5-bis(acetyloxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl acetate
- 現地名
- スクロースオクタアセタート
- 英語名
- Sucrose octaacetate
- 分子式
- C28H38O19
- 分子量
- 678.59
名称と別名
SUCROSE OCTAACETATE126-14-7OctaacetylsucroseFEMA No. 3038DTXSID3042423sucrose octa-acetateNSC-169507V591057TDTXCID1022423[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(2S,3S,4R,5R)-3,4-diacetyloxy-2,5-bis(acetyloxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl acetatealpha-D-Glucopyranoside, 1,3,4,6-tetra-O-acetyl-beta-D-fructofuranosyl, tetraacetatesucrose octa acetate
名称をさらに表示
オクタ-O-アセチルD-(+)-サッカローススクロースオクタアセタート2-O-(α-D-グルコピラノシル)-β-D-フルクトフラノースオクタアセタートD-(+)-サッカロースオクタアセタート1-O,3-O,4-O,6-O-テトラアセチル-β-D-フルクトフラノシル2-O,3-O,4-O,6-O-テトラアセチル-α-D-グルコピラノシドオクタアセチルスクロース1-O,3-O,4-O,6-O-テトラアセチル-2-O-(2-O,3-O,4-O,6-O-テトラアセチル-α-D-グルコピラノシル)-β-D-フルクトフラノースD-(+)-シュクロースオクタアセタート(+)-D-スクロースオクタアセタートβ-D-フルクトフラノシルα-D-グルコピラノシドオクタアセタートオクタアセチルD-(+)-スクロース1-O,3-O,4-O,6-O-テトラアセチル-β-D-フルクトフラノシル-α-D-グルコピラノシド2,3,4,6-テトラアセタート
物性
構造計算による物性
- XLogP
- -0.9
- 極性表面積
- 238 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 19
- 回転可能結合数
- 21
- 重原子数
- 47
- 形式電荷
- 0
- 複雑度
- 1,210
実験および物理化学的性質
Chemical ClassesBiological Agents -> Disaccharides
Cosmetics
Cosmetic ingredients (Sucrose Octaacetate) -> CIR (Cosmetic Ingredient Review)
Denaturant
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical DescriptionHygroscopic solid; [Merck Index] Beige hygroscopic powder; [Sigma-Aldrich MSDS]
Collision Cross Section238.1 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID3042423]
物理化学的性質
- 融点
- 82 · 82-85 °C(lit.)
- 沸点
- 260 °C · 260 °C(lit.)
- 比旋光度
- 25.4 · D25.4 +58.5° (c = 2.56 in abs alcohol)
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% (117 of 117) of all reports.
Not Classified
Aggregated GHS information provided per 117 reports by companies from 2 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory Information
Chemical: .alpha.-D-Glucopyranoside, 1,3,4,6-tetra-O-acetyl-.beta.-D-fructofuranosyl, tetraacetate
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
REACH registered substance: Sucrose octaacetate (EC: 204-772-1)
Sucrose octaacetate: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - .alpha.-D-Glucopyranoside, 1,3,4,6-tetra-O-acetyl-.beta.-D-fructofuranosyl, tetraacetate: Human health tier I assessment
Hazards SummaryA mild skin irritant; [RTECS] Safe when used as a flavoring agent in food; [EFSA] A mild skin irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesNot Classified
毒性情報
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
安全データ
- F
- 3
- wgk
- 2
- tsca
- TSCA listed
化学と産業
用途と製造
Uses
CIR ingredient: Sucrose Octaacetate
Used as an adhesive, denaturant (alcohol), and additive (paper, lacquer, and plastic production); [Merck Index] Used as an inert ingredient (adhesive) in insect repellents, herbicides, flea and tick sprays, and other insecticides; Approved by the FDA for use as a direct and indirect food additive and as a nail-biting and thumb-sucking deterrent in over-the-counter products; [EPA - Inert Reassessment]
Pulp and Paper Processing [Category: Industry]
Household ProductsInformation on 1 consumer products that contain Sucrose octaacetate in the following categories is provided:
Use ClassificationCosmetics -> Denaturant
General Manufacturing Information.alpha.-D-Glucopyranoside, 1,3,4,6-tetra-O-acetyl-.beta.-D-fructofuranosyl, 2,3,4,6-tetraacetate: ACTIVE
応用分野
使用Octa-O-acetyl D-(+)-Surcose was used in studies involving human bitter taste receptor hTAS2R46.
調製方法
製造方法May be prepared by heating sucrose, acetamide and sodium acetate; or by acetylation of sucrose using acetic anhydride, zinc chloride and acetic acid.
Sucrose octaacetate is typically produced by chemical synthesis; one reported synthetic method is by pyridine-catalyzed acetylation of sucrose.
純化方法After three recrystallisations from EtOH or 95% EtOH (charcoal), the m of the octaacetate rises to 88-90o, or Et2O with m 89o and [] D +58.5o (c 2.6, EtOH). It has a bitter taste. [Linstead et al. J Am Chem Soc 62 3260 1940, Lemieux & Huber J Am Chem Soc 78 4117 1956, Beilstein 17/8 V 410.]
上流・下流製品情報
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