D-(+)-Sucrose octaacetate

HCID 219904

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Basic information

CAS: 126-14-7
Standard SMILES: CC(=O)OCC1OC(OC2(COC(C)=O)OC(COC(C)=O)C(OC(C)=O)C2OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O
InChIKey: ZIJKGAXBCRWEOL-UHFFFAOYSA-N
Molecular formula: C28H38O19
Average molar mass: 678.6 g/mol
Monoisotopic mass: 678.20072898

Overview

See also: Sucrose Octaacetate (annotation moved to).

Names & identifiers

Preferred name: D-(+)-Sucrose octaacetate
IUPAC: [3,4,5-triacetyloxy-6-[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, octaacetateD-(+)-Sucrose octaacetateSaccharose octaacetate.alpha.-D-Glucopyranoside, 1,3,4,6-tetra-O-acetyl-.beta.-D-fructofuranosyl, tetraacetate[3,4,5-triacetoxy-6-[3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl]oxy-tetrahydropyran-2-yl]methyl acetateSOASucrose octaacetate (Standard)2,3,4,6,1',3',4',6'-Octa-O-acetylsucrose5-17-08-00410 (Beilstein Handbook Reference)[3,4,5-triacetyloxy-6-[3,4-diacetyloxy-2,5-bis(acetyloxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl acetateSCHEMBL16710285FEMA 3038

Show more names

SUCROSE OCTACETATEOcta Daacetate204-772-1bitter tasteOCTAACETYLSUCROSESucrose octa actateSucrose octaacetate

NSC1695ZIJKGAXBCRWEOL-UHFFFAOYSA-N27641-19-6LS-15247DB-041811.alpha.-D-Glucopyranoside, 1,3,4,6-tetra-O-acetyl-.alpha.-D-fructofuranosyl, tetraacetate.alpha.-D-Glucopyranoside,3,4,6-tetra-O-acetyl-.beta.-D-fructofuranosyl, tetraacetate1,3,4,6-Tetra-O-acetylhex-2-ulofuranosyl 2,3,4,6-tetra-O-acetylhexopyranoside #

Database identifiers

CAS: 126-14-7
PubChem CID: 219904

Properties

Computed structural properties

XLogP: -0.9
Topological polar surface area: 238 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 19
Rotatable bonds: 21
Heavy atoms: 47
Formal charge: 0
Complexity: 1,210

Experimental & physicochemical properties

Solubility0.91 mg/mL

Boiling Point260.00 °C. @ 760.00 mm Hg

Melting Point84 °C

Physical DescriptionSolid

Physicochemical properties

Melting point: 82 · 82-85 °C(lit.)
Boiling point: 260 °C · 260 °C(lit.)
alpha: 25.4 · D25.4 +58.5° (c = 2.56 in abs alcohol)
Density: 1.28 · 1.28
FEMA: 3038 · 3038 | SUCROSE OCTAACETATE
refractive index: 60 ° · 60 ° (C=2, EtOH)
FLAVIS Number: 16.081 · 16.081 | Sucrose octaacetate
storage temp.: Inert atmosphere,Room Temperature
solubility: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
form: Powder
color: White to creamy white
Odor: odorless
Odor Type: odorless
optical activity: 22 · [α]22/D +58.8°, c = 2.5 in ethanol
Water Solubility: SLIGHTLY SOLUBLE
Merck: 14 · 14,8881
BRN: 79290 · 79290
Major Application: flavors and fragrances
Cosmetics Ingredients Functions: DENATURANTFRAGRANCE
InChIKey: ZIJKGAXBCRWEOL-SAXBRCJISA-N
SMILES: CC(=O)OC[C@H]1O[C@H](O[C@]2(COC(C)=O)O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@@H]2OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
LogP: 3.19 · 3.19
CAS DataBase Reference: 126 · 126-14-7(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS): SUCROSE OCTAACETATE
FDA 21 CFR: 175.105 · 175.105
EWG's Food Scores: 1 · 1
FDA UNII: 7 V591057T · 07V591057T
NIST Chemistry Reference: Sucrose, octaacetate(126-14-7)
EPA Substance Registry System: Sucrose octaacetate (126-14-7)
UNSPSC Code: 12352108 · 12352108
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 24 · 24/25-37/39-26
WGK Germany: 2 · 2
RTECS: 6620000 · WN6620000
F: 3 · 3
TSCA: TSCA listed
HS Code: 29400090 · 29400090
Storage Class: 11 · 11 - Combustible Solids
Toxicity: 50 orally · LD50 orally in Rabbit: 5000 mg/kg LD50 dermal Rabbit 5000 mg/kg
REACH Registrations: Active

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

F: 3
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 2
tsca: TSCA listed
rtecs: WN6620000
hs_code: 29400090
Toxicity: LD50 orally in Rabbit: 5000 mg/kg LD50 dermal Rabbit 5000 mg/kg
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25-37/39-26
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
REACH Registrations: Active
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Applications · 3 items

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

Sucrose Pyridine

Suppliers100 total

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]

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]

合肥翰刚医药科技有限公司+8618062405514 · [email protected]

Additional notes

DefinitionChEBI: Sucrose octaacetate is a glycoside.

Related reactions

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Compound notes

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