Sucrose octaacetate

Names

[ CAS No. ]:
126-14-7

[ Name ]:
Sucrose octaacetate

[Synonym ]:
D-SucroseOctoacetate
aacetate
sucrose octa-acetate
Soa
1,3,4,6-Tetra-O-acetyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside
Octa-O-acetyl D-(+)-Saccharose
Sucrose Octaacetate
α-D-Glucopyranoside, 1,3,4,6-tetra-O-acetyl-β-D-fructofuranosyl, tetraacetate
SUCROSE OCTACETATE
Sucroseoctaacetate
Sucrose OCLaacetate
Octa-O-acetyl D-(+)-Sucrose
D-(+)-Sucroseoctaacetate
octa-O-acetyl-sucrose
EINECS 204-772-1
OCTAACETYLSUCROSE
Sucrose octa actate
D-(+)-Saccharose Octaacetate
MFCD00006623
D-(+)-Sucrose Octaacetate
1,3,4,6-Tetra-O-acetyl-b-D-fructofuranosyl 2,3,4,6-tetra-O-acetyl-a-D-glucopyranoside

Biological Activity

[Description]:

Sucrose octaacetate is an acetylated derivative of sucrose with an intensely bitter tasting and can be used as bitter tasting surrogate. Sucrose octaacetate can be used as food additive and also used as an adhesive and plasticizer. Sucrose octaacetate also used in many pesticides, insecticides, and other toxic products as a deterrent to accidental poisoning. Sucrose octaacetate can also be used as an in situ seed and a soft template to synthesize polyaniline (PANI) nanofibers[1][2][3].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

Sucrose octaacetate is nontoxic and has a number of uses based on its bitter taste. For example, sugar is rendered too bitter is eat at a concentration of 0.06% (w/w) Sucrose octaacetate. Sucrose octaacetate can form 255 different possible isomers and degradation products, all of which have a very low molar absorptivity[1]. Polyaniline (PANI) nanofibers and nanorods are obtained using 2 and 3 g Sucrose octaacetate, respectively. The nanostructures containing irregular-shaped agglomerates, such as particulate particles and scaffolds are observed with increasing the concentrations of Sucrose octaacetate. The presence of Sucrose octaacetate during polymerization could only induce a change in morphology, but could not influence the molecular structure of the resulting PANI. Compared with those derived with 1, 3, and 4 g Sucrose octaacetate, the polymerized PANI from 2 g Sucrose octaacetate possesses higher thermal stability and electrical conductivity due to its higher crystallinity and highly ordered structure[3].

[In Vivo]

No recombination has been found between Sucrose octaacetate-avoidance phenotype and PRP haplotype in any mouse population. Soa and Prp, therefore, are either very near each other or identical. To assess the latter possibility, two type-A, proline-rich protein genes (MP2 and M14), situated approximately 30 kb apart at the Prp locus, are separately transferred from a Sucrose octaacetate-taster inbred strain (SWR) to a Sucrose octaacetate-nontaster inbred strain (FVB). Five MP2-transgenic mice and seven M14-transgenic mice are insensitive to 1 mM Sucrose octaacetate in two-bottle tests, thus retaining the nontaster FVB phenotype. Expression of mRNAs for both type-A Prp genes alone or together do not enhance SOA taste sensitivity in nontaster mice[2].

[References]

[1]. William CraigStagner, et al. Chapter Five - Sucrose octaacetate. Profiles of Drug Substances, Excipients and Related Methodology. Volume 44, 2019, Pages 267-291.

[2]. Harder DB, et al. Sucrose octaacetate avoidance in nontaster mice is not enhanced by two type-A Prp transgenes from taster mice. Chem Senses. 2000 Feb;25(1):39-45.

[3]. HuaQiu, et al. Synthesis of polyaniline nanostructures via soft template of sucrose octaacetate. Synthetic Metals.Volume 160, Issues 11–12, June 2010, Pages 1179-1183.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
668.3±55.0 °C at 760 mmHg

[ Melting Point ]:
82-85 °C(lit.)

[ Molecular Formula ]:
C₂₈H₃₈O₁₉

[ Molecular Weight ]:
678.590

[ Flash Point ]:
275.0±31.5 °C

[ Exact Mass ]:
678.200745

[ PSA ]:
238.09000

[ LogP ]:
3.19

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.509

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
SLIGHTLY SOLUBLE

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WN6620000

CHEMICAL NAME :: Sucrose, octaacetate

CAS REGISTRY NUMBER :: 126-14-7

BEILSTEIN REFERENCE NO. :: 0079290

LAST UPDATED :: 199701

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C28-H38-O19

MOLECULAR WEIGHT :: 678.66

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,827,1982 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,827,1982

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,827,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M2306 No. of Facilities: 10 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 77 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M2306 No. of Facilities: 104 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 1862 (estimated) No. of Female Employees: 1511 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
WN6620000

[ HS Code ]:
2940000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2940000000

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