Alpha-Cyclodextrin

HCID 444913
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
10016-20-3
Standard 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]1[C@H](O)[C@H]2O)O[C@@H]7CO)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO
InChIKey
HFHDHCJBZVLPGP-RWMJIURBSA-N
Molecular formula
C36H60O30
Average molar mass
972.8 g/mol
Monoisotopic mass
972.31694052

Overview

Hexagonal plates or blade-shaped needles. (NTP, 1992)

Names & identifiers

Preferred name
Alpha-Cyclodextrin
IUPAC
(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
English name
α-Cyclodextrin
Molecular formula
C36H60O30
Molecular weight
972.84

Names & synonyms

alpha-CYCLODEXTRIN10016-20-3Alfadexalpha-DextrinCyclomaltohexoseCyclohexaamylosealpha-CycloamyloseCyclomaltohexaoseAlfadexumalpha cyclodextrinDextrin, alpha-cycloOristar acd
Show more names
α-cyclodextrincyclohexapentyloseCyclohexapentylosSCHARDINGER ALPHA-DEXTRINfadexC36H60O30CD hydrate
Ringdex-aCavamax w6Cavamax w 6 foodCeldex a 100DTXSID7030698Ins no.457Z1LH97KTRMIns-457

Database identifiers

CAS
10016-20-3
PubChem CID
444913
DTXSID
DTXSID7030698
ChEMBL
CHEMBL1230813
ChEBI
CHEBI:40585
UNII
Z1LH97KTRM
EC Number
233-007-4
Nikkaji
J209.149F

Properties

Computed structural properties

XLogP
-12.9
Topological polar surface area
475 Ų
Hydrogen bond donors
18
Hydrogen bond acceptors
30
Rotatable bonds
6
Heavy atoms
66

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Oligosaccharides
Melting Point532 °F (decomposes) (NTP, 1992)
Physical Description · 3 items

Hexagonal plates or blade-shaped needles. (NTP, 1992)

Dry Powder

Solid; [Merck Index] White or nearly white solid; Virtually odorless; [JECFA] White powder; [Sigma-Aldrich MSDS]

Collision Cross Section · 2 items

277.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7030698]

285.5 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]

Physicochemical properties

Melting point
278 °C · >278 °C (dec.) (lit.)
Boiling point
784.04 °C · 784.04°C (rough estimate)
alpha
25 · [α]D25 +146～+151° (c=1, H2O) (After Drying)
bulk density
500 kg/m3 · 500kg/m3
Density
1.258 · 1.2580 (rough estimate)
refractive index
1.75 · 1.7500 (estimate)

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 94.8% (73 of 77) of all reports.

Not Classified

Aggregated GHS information provided per 77 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 5 items

Chemical: .alpha.-Cyclodextrin

Regulation (EC) No 258/1997

.alpha.-Cyclodextrin is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of .alpha.-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: 18-07-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/10199

Alfadex: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - .alpha.-Cyclodextrin: Human health tier I assessment
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: A symptom of exposure to this chemical is irritation.
Hazards Summary · 1 item

No developmental toxicity or teratogenicity observed in rats at doses up to 49,300 mg/kg/day (mild maternal toxicity observed); [NTP] Causes changes in liver weight and weight loss in 4-week oral studies of rats; [RTECS] Safe when used as a food ingredient and additive at proposed levels and predicted consumption patterns; [JECFA] May cause irritation; Not a skin irritant in rabbits; No skin sensitization observed in guinea pigs; [Sigma-Aldrich MSDS] See beta-Cyclodextrin and gamma-Cyclodextrin.

Reactive GroupAlcohols and Polyols

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. You should then use absorbent paper to pick up liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash contaminated surfaces with 60-70% methanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicology

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
rtecs
GU2292000
hs_code
29400090
risk_code
36-36/37/38

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Cyclodextrins are natural cyclic oligosaccharides with conical structures, a hollow hydrophobic internal cavity, and a hydrophobic exterior; alpha-Cyclodextrin is composed of 6 units of glucose; Used in drug delivery, as a complexing agent in foods, cosmetics, and agricultural chemicals, and in chiral separation methods; [Merck Index] Used as a carrier, stabilizer, absorbent, and encapsulation agent for food additives, flavorings, and vitamins; [JECFA] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]

Alpha cyclodextrin is a naturally occurring, cyclic oligosaccharide, enzymatically produced from starch.

U.S. Production2023: 75,000 - <500,000 lb
Consumer UsesPreservative
Industry UsesPreservative
Use Classification · 5 items

Food Additives -> ADJUVANT; CARRIER; STABILIZER; THICKENER -> JECFA Functional Classes

Food Additives -> ADJUVANT; CARRIER; STABILIZER; THICKENER -> JECFA Functional Classes

Food Additives -> ADJUVANT; CARRIER; STABILIZER; THICKENER -> JECFA Functional Classes

Food Additives -> ADJUVANT; CARRIER; STABILIZER; THICKENER -> JECFA Functional Classes

Food Additives -> ADJUVANT; CARRIER; STABILIZER; THICKENER -> JECFA Functional Classes

General Manufacturing Information · 2 items

Agriculture, Forestry, Fishing and Hunting

.alpha.-Cyclodextrin: ACTIVE

Applications · 4 items

Descriptionα-Cyclodextrine (α-CD) is a cyclic oligosaccharide derived from corn (Trade name: Mirafit fbcx, ArtJen Complexus, Windsor, Ontario, Canada). It has been shown to form a stable complex with dietary fat. This complex is resistant to normal lipolytic hydrolysis by lipases and thereby reduces the absorption and bioavailability of dietary fat[1].

UsesAlpha-Cyclodextrin, a naturally occurring clathrate and cyclic oligosaccharide composed of six glucose units, is widely used in industries due to its inclusion-complexing ability and unique functional properties.

UsesUseful for selective precipitation of enantiomeric, positional or structural isomersα-Cyclodextrin is used as a fiber ingredient, an odor or flavor masking agent. It is also useful for emulsification applications. It is also used as whipping fiber and emulsifying fiber. It finds application in medical, healthcare and food and beverage applications. It is also used to lower blood low-density lipoprotein cholesterol levels and lower blood triglyceride levels. It plays an essential role in fat free or fat containing dessert compositions and also employed for the reduction or the replacement of egg white in confectionary and bakery applications. Further, it acts as a supramolecular carrier, complexing agent and controlled drug release. In addition to this, it is used to increase the insulin and leptin sensitivity.

General DescriptionHexagonal plates or blade-shaped needles.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东中环众杰生物科技有限公司19353585069 19353585069
淄博千汇生物科技有限公司0533-3780068 18653397376 · [email protected]

Additional notes

DefinitionChEBI: Alpha-cyclodextrin is a cycloamylose composed of six alpha-(1->4) linked D-glucopyranose units.

Related reactions

17 records
New reaction record

Compound notes

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