Basic information
- CAS
126-14-7- Standard 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- Molecular formula
- C28H38O19
- Average molar mass
- 678.6 g/mol
- Monoisotopic mass
- 678.20072898
Overview
Sucrose octaacetate is a glycoside.
Names & identifiers
- Preferred name
- 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
- English name
- Sucrose octaacetate
- Molecular formula
- C28H38O19
- Molecular weight
- 678.59
Names & synonyms
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
Show more names
SoaFEMA 3038SUCROSE OCTACETATEOcta Daacetatebitter tasteSucrose octa actate
GlyTouCan:G43789DD((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 acetateRefChem:186404G43789DD204-772-1Octaacetyl sucroseOcta-O-acetyl D-(+)-SucroseOcta-O-acetylsucrose
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- -0.9
- Topological polar surface area
- 238 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 19
- Rotatable bonds
- 21
- Heavy atoms
- 47
- Formal charge
- 0
- Complexity
- 1,210
Experimental & physicochemical properties
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]
Physicochemical properties
- Melting point
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
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.
Hazard information
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
Toxicology
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
Safety data
Chemistry & industry
Uses & manufacturing
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
Applications
UsesLC-MS Analysis of Sucralose and Sucrose Octacetate on Ascentis RP-Amide
UsesOcta-O-acetyl D-(+)-Surcose was used in studies involving human bitter taste receptor hTAS2R46.
UsesAdhesive; impregnating and insulating papers; in lacquers and plastics; as a denaturant for alcohol.
Preparation methods
PreparationMay be prepared by heating sucrose, acetamide and sodium acetate; or by acetylation of sucrose using acetic anhydride, zinc chloride and acetic acid.
Upstream & downstream products
Upstream raw materials
Related reactions
1 records
Compound notes
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