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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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Odor-cued bitter taste avoidance
Coppola DM and Slotnick B
Chemical Senses, 43(4), 239-247 (2018)
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)
A I Spielman et al.
The American journal of physiology, 270(3 Pt 1), C926-C931 (1996-03-01)
The tasting of bitter compounds may have evolved as a protective mechanism against ingestion of potentially harmful substances. We have identified second messengers involved in bitter taste and show here for the first time that they are rapid and transient.
Ayako Ishii et al.
Behavior genetics, 41(5), 716-723 (2011-04-05)
Based on crosses among inbred strains derived principally from M. m. domesticus, sucrose octaacetate (SOA) aversion in laboratory mice has been thought for many years to be controlled by a single genetic locus (Soa) located on distal chromosome (Chr) 6.
A Caicedo et al.
Science (New York, N.Y.), 291(5508), 1557-1560 (2001-02-27)
Recent studies showing that single taste bud cells express multiple bitter taste receptors have reignited a long-standing controversy over whether single gustatory receptor cells respond selectively or broadly to tastants. We examined calcium responses of rat taste receptor cells in

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