β-シクロデキストリン

beta-Cyclodextrin

HCID 444041CAS 7585-39-9
部分構造検索類似構造を探す

基本情報

標準SMILES
OC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@@H](O[C@H]7[C@H](O)[C@@H](O)[C@@H](O[C@H]8[C@H](O)[C@@H](O)[C@@H](O[C@H]1[C@H](O)[C@H]2O)O[C@@H]8CO)O[C@@H]7CO)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO
InChIKey
WHGYBXFWUBPSRW-FOUAGVGXSA-N
分子式
C42H70O35
平均分子量
1,135 g/mol
単同位体質量
1,134.36976394

概要

Beta-cyclodextrin is a cyclodextrin composed of seven alpha-(14) linked D-glucopyranose units.

名称と識別子

優先名称
beta-Cyclodextrin
IUPAC
(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol
現地名
β-シクロデキストリン
英語名
β-Cyclodextrin
分子式
C42H70O35
分子量
1134.99

名称と別名

beta-CYCLODEXTRIN7585-39-9BetadexCycloheptaamyloseCyclomaltoheptaoseCycloheptaglucanCycloheptaglucosanKleptosebeta-Cycloamylosebeta-DextrinKleptose BRhodocap N
名称をさらに表示
β-シクロデキストリンβシクロデキストリンベータデクスSchardinger β-デキストリンシクロヘプタアミロースΒ‐シクロデキストリンΒ-シクロデキストリン、定量用ベータシクロデキストリンシクロヘプタグルカン(2R,4R,5S,7R,9R,10S,12R,14R,15S,17R,19R,20S,22R,24R,25S,27R,29R,30S,32R,34R,35S,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-4,9,14,19,24,29,34-ヘプタキス(ヒドロキシメチル)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-テトラデカヒドロキシ-2,5:7,10:12,15:17,20:22,25:27,30:32,35-ヘプタエタノ-1,3,6,8,11,13,16,18,21,23,26,28,31,33-テトラデカオキサシクロペンタトリアコンタンβ-デキストリン1-O,4-[(4′-デオキシ-α-マルトース-4′,1-O-ジイル)(4′-デオキシ-α-マルトース-4′,1-O-ジイル)(4′-デオキシ-α-マルトース-4′,1-O-ジイル)]-4-デオキシ-α-D-グルコピラノース1-O,4-[(4-デオキシ-α-D-グルコピラノース-4,1-O-ジイル)(4-デオキシ-α-D-グルコピラノース-4,1-O-ジイル)(4-デオキシ-α-D-グルコピラノース-4,1-O-ジイル)(4-デオキシ-α-D-グルコピラノース-4,1-O-ジイル)(4-デオキシ-α-D-グルコピラノース-4,1-O-ジイル)(4-デオキシ-α-D-グルコピラノース-4,1-O-ジイル)]-4-デオキシ-α-D-グルコピラノースシャルジンガーβ-デキストリンベータ-シクロデキストリンβ-シクロアミラーゼシクロヘプタアミラーゼシクロヘプタグルコサンベタデクスβ-サイクロデキストリンβ-CyclodextrinB-CyclodextrinCyclodextrinsBCDCARAWAYBETA BYCLODEXTRINBETA-CYCLODEXTRINE
Ringdex BRingdex BLbeta-CycloheptaamyloseBetacdOristar bcdRingdex-bBeta cyclodextrinDTXSID1020358

データベース識別子

CAS
7585-39-9
PubChem CID
444041
DTXSID
DTXSID1020358
ChEMBL
CHEMBL415690
ChEBI
CHEBI:495055
UNII
JV039JZZ3A
EC Number
231-493-2
Nikkaji
J245.583H

物性

構造計算による物性

XLogP
-15
極性表面積
554 Ų
水素結合供与体数
21
水素結合受容体数
35
回転可能結合数
7
重原子数
77

実験および物理化学的性質

PolymersBiological Agents -> Polysaccharides
CosmeticsChelating; Absorbent
Food AdditivesFLAVORING AGENT OR ADJUVANT, FORMULATION AID -> FDA Substance added to food
SolubilitySparingly soluble in water; freely soluble in hot water; slightly soluble in ethanol
Optical Rotation[α]D/25 + 160° to + 164° (1 % solution)
Physical Description · 3 件

Dry Powder

Virtually odourless white or almost white crystalline solid

White virtually odorless solid; [JECFA] White powder; [Sigma-Aldrich MSDS]

物理化学的性質

融点
290 · 290-300 °C (dec.) (lit.)
沸点
844.96 °C · 844.96°C (rough estimate)
比旋光度
25 · [α]D25 +159～+165° (c=1, H2O) (After Drying)
比重(密度)
1.2296 · 1.2296 (rough estimate)
屈折率
1.75 · 1.7500 (estimate)
FEMA
4028 · 4028 | BETA-CYCLODEXTRIN

化学的性質

化学的特性white powder

安全と法規制

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 99.3% (151 of 152) of all reports.

Not Classified

Aggregated GHS information provided per 152 reports by companies from 3 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 5 件

Chemical: .beta.-Cyclodextrin

Regulation (EC) No 257/2010

.beta.-Cyclodextrin is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of .beta.-Cyclodextrin are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 21-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/1942

Beta-cyclodextrin: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - .beta.-Cyclodextrin: Human health tier I assessment
Hazards Summary · 1 件

Composed of 7 glucose units joined together; Acceptable daily intake (ADI) of 0-5 mg/kg; [JECFA] Causes zonal hepatitis and acute tubular necrosis in 52-week constant oral studies of rats; Causes diffuse and zonal hepatitis in 7-week constant oral studies of rats; [RTECS] Causes mild skin and eye irritation in rabbits; Not a skin sensitizer in guinea pigs; [Sigma-Aldrich MSDS] See alpha-Cyclodextrin.

EPA Safer ChemicalChemical: Cyclodextrin
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.
Toxicity DataLC50 (rat) > 4,900 mg/m3/4hr

安全データ

wgk
2
tsca
TSCA listed
rtecs
GU2293000
hs_code
29400000
risk_code
36/37/38-20
化審法
(8)-101 届出不要化学物質

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Substances used in the processing or storage of foods or animal feed including ANTIOXIDANTS; FOOD PRESERVATIVES; FOOD COLORING AGENTS; FLAVORING AGENTS; ANTI-INFECTIVE AGENTS; EXCIPIENTS and other similarly used substances. Many of the same substances are used as PHARMACEUTIC AIDS.

Compounds that bind to and reduce the biological availability of a chemical or pharmaceutical agent.

用途と製造

UsesPermitted for use as an inert ingredient in non-food pesticide products; [EPA] Used as flavoring agent and formulation aid; [FDA] Used as a thickening agent and an encapsulation agent for food additives, flavoring, and vitamins; [JECFA]
U.S. Production2023: 1,000,000 - <8,500,000 lb
Consumer UsesDeodorizer
Industry UsesDispersing agent
Use Classification · 6 件

EPA Safer Chemical Functional Use Classes -> Uncategorized

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

Food additives

Food Additives -> ADJUVANT -> JECFA Functional Classes

Food Additives -> ADJUVANT -> JECFA Functional Classes

Food Additives -> ADJUVANT -> JECFA Functional Classes

General Manufacturing Information · 2 件

All Other Chemical Product and Preparation Manufacturing

.beta.-Cyclodextrin: ACTIVE

応用分野 · 4 件

用途光学分割剤。

天然物の起源A derivative of naturally occurring starch.

使用β-Cyclodextrin is a cyclic oligosaccharide produced from starch via enzymatic conversion. β-Cyclodextrin is commonly used to produce HPLC columns allowing chiral enantiomers separation.

一般的な説明Beta-Cyclodextrin is the most abundant and cheap cyclic oligosaccharide that forms inclusion complexes with several drug molecules. Its main application is in tablet and capsule formulations.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

調製方法 · 3 件

Cyclodextrins are manufactured by the enzymatic degradation of starch using specialized bacteria. For example, β-cyclodextrin is produced by the action of the enzyme cyclodextrin glucosyltransferase upon starch or a starch hydrolysate. An organic solvent is used to direct the reaction that produces β-cyclodextrin, and to prevent the growth of microorganisms during the enzymatic reaction. The insoluble complex of β-cyclodextrin and organic solvent is separated from the noncyclic starch, and the organic solvent is removed in vacuo so that less than 1 ppm of solvent remains in the β-cyclodextrin. The β-cyclodextrin is then carbon treated and crystallized from water, dried, and collected.

製造方法Usually produced commercially from Bacillus macerans or B. circulans fermentation of starch or starch hydrolysate.

純化方法Recrystallise β-cyclodextrin from water and dry it for 12hours in a vacuum at 110o, or 24hours in a vacuum at 70o. The purity is assessed by TLC on cellulose containing a fluorescent indicator. [Taguchi, J Am Chem Soc 108 2705 1986, Tabushi et al. J Am Chem Soc 108 4514 1986, Orstam & Ross J Phys Chem 91 2739 1987.] [Beilstein 19 IV 6287, 19/12 V 801.]

上流・下流製品情報

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国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
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山西锦洋药用辅料有限公司18234787927
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

補足説明

定義本品は、6~8のグルコピラノースからなる環状多糖類であり、次の化学式で表される。環状構造：6~8

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