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Key Documents

W303801

Sigma-Aldrich

Sucrose octaacetate

≥97%, FG

Synonym(s):

D-(+)-Sucrose octaacetate, Sucrose octaacetate

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About This Item

Empirical Formula (Hill Notation):
C28H38O19
CAS Number:
Molecular Weight:
678.59
FEMA Number:
3038
Beilstein:
79290
EC Number:
Council of Europe no.:
4219
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
16.081
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 172.515
FDA 21 CFR 175.105

Assay

≥97%

optical activity

[α]20/D +59°, c = 2.5 in ethanol

bp

260 °C (lit.)

mp

82-85 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

odorless

SMILES string

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

InChI

1S/C28H38O19/c1-12(29)37-9-20-22(40-15(4)32)24(42-17(6)34)25(43-18(7)35)27(45-20)47-28(11-39-14(3)31)26(44-19(8)36)23(41-16(5)33)21(46-28)10-38-13(2)30/h20-27H,9-11H2,1-8H3/t20-,21-,22-,23-,24+,25-,26+,27-,28+/m1/s1

InChI key

ZIJKGAXBCRWEOL-SAXBRCJISA-N

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General description

Sucrose octaacetate is an acetylated analog of sucrose and a food-safe classical bitterant commonly used in food and dairy products.

Application


  • High-Degree Concentration Organic Solvent Forward Osmosis for Pharmaceutical Pre-Concentration.: Investigates the potential of organic solvent forward osmosis technologies in pharmaceutical applications, focusing on pre-concentration processes that may benefit from the stabilizing effects of sucrose octaacetate (Takada et al., 2024).

  • Nutrient-conditioned intake stimulation does not require a distinctive flavor cue in rats.: Explores behavioral responses in rats to various flavors including sucrose octaacetate, suggesting implications for understanding human dietary choices and the development of food additives (Sclafani et al., 2020).

  • Discrimination of Isointense Bitter Stimuli in a Beer Model System.: Examines the ability of individuals to distinguish between different bitter compounds, including sucrose octaacetate, in a controlled beer tasting model, which can influence food science and product development (Higgins and Hayes, 2020).

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Explaining tolerance for bitterness in chocolate ice cream using solid chocolate preferences
Harwood ML, et al.
Journal of Dairy Science, 96(8), 4938-4944 (2013)
Paul M Wise et al.
Pulmonary pharmacology & therapeutics, 25(3), 236-241 (2012-04-03)
Cough is a vital protective reflex that is triggered by both mechanical and chemical stimuli. The current experiments explored how chemosensory stimuli modulate this important reflex. Cough thresholds were measured using a single-inhalation capsaicin challenge. Experiment 1 examined the impact
Jonathan L Hansen et al.
Chemical senses, 31(5), 403-413 (2006-03-11)
The perceived bitterness intensity for bitter solutions of propylthiouracil (PROP), sucrose octa-acetate (SOA), quinine HCl and caffeine were examined in a genetically informative sample of 392 females and 313 males (mean age of 17.8 +/- 3.1 years), including 62 monozygotic
John D Boughter et al.
Chemical senses, 27(2), 133-142 (2002-02-13)
Inbred mouse strains vary in their response to bitter-tasting compounds as assessed by 48 h preference tests. These differences are generally assumed to result from altered gustatory function, although such long-term tests could easily reflect additional factors. We developed a
Marion E Frank et al.
Physiology & behavior, 80(4), 421-431 (2004-01-27)
The diverse chemical structures of stimuli that are bitter to humans suggest a need for multiple bitter receptors. Reactions of golden hamsters (Mesocricetus auratus) to 1 mM quinine hydrochloride, 3 mM denatonium benzoate, 180 mM magnesium sulfate, 30-100 mM caffeine

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