Sucrose acetate isobutyrate
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Sucrose acetate isobutyrate
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CAS No:
126-13-6
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Formula:
C40H62O19
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Chemical Name:
Sucrose acetate isobutyrate
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Synonyms:
α-D-Glucopyranoside,6-O-acetyl-1,3,4-tris-O-(2-methyl-1-oxopropyl)-β-D-fructofuranosyl,6-acetate 2,3,4-tris(2-methylpropanoate);Sucrose,diacetate hexaisobutyrate;Isobutyric acid,hexaester with sucrose diacetate;Sucrose acetate isobutyrate;SAIB;Saccharose acetate isobutyrate;Sucrose acetoisobutyrate;SAIB 100S;Sucrose acetate isobutanoate;SAIB FG;SAIB 100;E 444;Sustane SAIB MCT;Binester SAAB;1338-47-2
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CAS No:
Description
A pale straw-coloured liquid, clear and free of sediment and having a bland odour
Sucrose acetate isobutyrate is a glycoside.
Sucrose acetate isobutyrate Basic Attributes
846.90900
846.91
204-771-6
H5KI1C3YTV
DTXSID3027035
CLEAR SEMI-SOLID
2938909090
Characteristics
238.09000
2.98740
A pale straw-coloured liquid, clear and free of sediment and having a bland odour
1.146 g/cm3 @ Temp: 25 °C
-83ºC
758.6ºC at 760 mmHg
296.6ºC
1.572
Insoluble in water. Soluble in most organic solvents
Safety Information
UN 1173 3/PG 2
3
R20/21/22; R36/37/38; R68/20/21/22
S16; S26; S36
Xi
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
WHO; Environ Health Criteria Number 32: Toxicological Evaluation of Certain Food Additives and Contaminants (1993)
Not Classified
Drug Information
AFTER SINGLE ORAL DOSE OF.../SUCROSE ACETATE (14)C-ISOBUTYRATE/ @ A DOSE-LEVEL OF 1 MG/KG, HUMAN SUBJECTS ELIMINATED 40-66% OF (14)CO2 IN EXHALED AIR, 15-21% IN URINE, & 10% IN FECES OVER 30 DAYS, & RATS GAVE SIMILAR PATTERN OF ELIMINATION, BUT (2) DOGS FED 3 & 5 MG/KG ELIMINATED 53 & 46% IN FECES WITHIN 7 DAYS.|IN RATS, ORALLY ADMIN (14)C SUCROSE ACETATE ISOBUTYRATE WAS HYDROLYZED IN THE GI TRACT PRIOR TO ABSORPTION, & THE SUBSEQUENT FATE OF ADMIN RADIOACTIVITY WAS ANALOGOUS TO THAT OF (14)C SUCROSE. HUMAN STUDIES SHOWED THAT, FOLLOWING A SINGLE ORAL DOSE OR 7 DAILY DOSES OF 1 G SUCROSE ACETATE ISOBUTYRATE (SAIB), THE URINE CONTAINED NO SUCROSE OR PARTIALLY HYDROLYZED SUCROSE ACETATE ISOBUTYRATE. MICROFLORA ASSOCIATED WITH THE LARGE BOWEL EXHIBITED A LIMITED CAPACITY TO HYDROLYZED SUCROSE ACETATE ISOBUTYRATE.|Male albino Holtzman rats, about 250 g, were intubated with (14)C-sucrose acetate isobutyrate of specific activity 0.411 uCi/mg ... in corn oil at dose levels equivalent to 27 or 100 mg/kg bw. The proportion of the admin dose absorbed from the GI tract was greater at the low dose (74-82%) than at the high dose (45-50%). Elimination of 88-90% of the admin dose occurred in 48 hr. The relative proportion of radioactivity eliminated by the various routes varied with the dose. At the high dose level, 54-56% of the absorbed activity was eliminated as CO2 and 26-28% in the urine. At the lower dose, 63-67% of the absorbed activity was eliminated in CO2 and 23-25% in the urine. Four days after the admin of the test cmpd, less than 1% of the admin radioactivity was retained in the GI tract, blood, liver and kidney. Chromatography of extracts of the 24-hr feces of rats showed the presence of sucrose acetate isobutyrate and other metabolites. Most of the radioactivity in urine was in the form of sucrose, although other unidentified substances were also present ... .|... Male albino Holtzman rats weighing approx 250 g received 100 mg/kg bw of (14)C-sucrose acetate isobutyrate (specific activity, 0.38 uCi/mg) in corn oil by gavage. At termination of the study, 3 or 3.5 hr after dosing, 78-84% of the radioactivity was recovered from the GI contents. An additional 7-9% of the radioactivity was recovered from the stomach, intestinal and cecal tissues. Less than 4% of the radioactivity was excreted in the breath, urine and feces within 3-3.5 hr after dosing, indicating that little absorption had taken place. Extracts of the GI contents and organs were found to contain sucrose and partially acylated sucrose esters in addition to unchanged SAIB ... .|For more Absorption, Distribution and Excretion (Complete) data for SUCROSE ACETATE ISOBUTYRATE (15 total), please visit the HSDB record page.
AFTER SINGLE ORAL DOSE OF.../SUCROSE ACETATE (14)C-ISOBUTYRATE/ @ A DOSE LEVEL OF 1 MG/KG, HUMAN SUBJECTS ELIMINATED 40-66% OF (14)CO2 IN EXHALED AIR, 15-21% IN URINE, & 10% IN FECES OVER 30 DAYS, & RATS GAVE SIMILAR PATTERN OF ELIMINATION.|/AFTER ORAL ADMIN OF SUCROSE ACETATE (14)C-ISOBUTYRATE/ PARTIALLY ESTERIFIED SUCROSE DERIVATIVES, AS WELL AS TRACES OF SUCROSE PER SE, WERE PRESENT IN URINE; THESE METABOLITES WERE SIMILAR IN MEN & IN RATS BUT SOMEWHAT DIFFERENT IN DOGS.|...SUCROSE ACETATE ISOBUTYRATE IS METABOLIZED SIMILARLY IN RATS & IN MAN, BUT THAT THE DOG PROCESSES THIS SUGAR DERIVATIVE RATHER DIFFERENTLY BOTH WITH REGARD TO DISPOSITION OF THE DOSE & TO THE NATURE OF URINARY EXCRETORY PRODUCTS.|Dogs and rats received a single dose of (14)C-sucrose acetate isobutyrate ... The rats eliminated 7-10% of the dose in the urine in 30-46 hr and the dogs, 2.8-5.2% of the dose in the urine in 29-30 hr. Size exclusion chromatography of the dog and rat urine showed that (14)C-labelled molecules larger than sucrose were not present to any significant extent. The nature of the metabolites was not determined, although sucrose, glucose and fructose appeared to be absent.|A male /human/ subject was given a single dose of (14)C-sucrose acetate isobutyrate at a dose level of 1.18 mg/kg bw. Samples of urine were collected before dosing and at 0 and 6.2 hr after dosing, and subjected to various chromatographic procedures. Glucose, fructose and the esters of fructose and sucrose were not present in the urine. Two unidentified peaks were considered to be the principal metabolites of sucrose acetate isobutyrate ... .
Twenty subjects (10 males and 10 females) between 18 and 22 years of age ingested a daily dose of sucrose acetate isobutyrate at a level equivalent to 10 mg/kg bw/day for a period of 14 days. The dose was taken as a bolus each morning. The following blood parameters were measured prior to treatment and at days 7 and 18 of the study: aspartate aminotransferase, alanine aminotransferase, serum alkaline phosphatase, serum bilirubin, total protein, albumin, uric acid, blood area nitrogen, erythrocyte sedimentation rate, sodium, potassium, phosphorous, total CO2, cholesterol and glucose. There were no significant differences in any parameters in any individual ... .|In another 14-day study, 12 male and 12 female subjects were divided evenly by sex into 3 groups, receiving a carbonated drink only (controls), or a single daily dose of 7.0 or 20.0 mg sucrose acetate isobutyrate/kg bw/day in a carbonated drink. In addition, four men received 20 mg sucrose acetate isobutyrate/kg bw/day for 1 or 3 days only in a pilot experiment to provide early evaluation of possible alterations in normal hepatic function. The subjects were 21 to 42 years of age. Blood was collected prior to testing and on days 7 and 14 for hematological (platelets, total and differential white blood cells count, erythrocyte sedimentation rate, Hct and hemoglobin) and clinical chemistry (total protein, albumin, A/G ratio, calcium, cholesterol, glucose, blood area nitrogen, uric acid total bilirubin, serum alkaline phosphatase, aspartate aminotransferase, alanine aminotransferase, and lactate dehydrogenase) parameters. Standard urinalysis parameters were also recorded at these times. A 45 minute bromosulfophthalein retention test (5 mg/kg bw bromosulfophthalein was also conducte on all subjects prior to treatment and after completion of treatment. Treatment with sucrose acetate isobutyrate did not affect any of these parameters for any individual ... .|Twenty-seven adult subjects, 13 men and 14 women, between the ages of 18 to 55, received sucrose acetate isobutyrate in an aqueous/orange juice emulsion daily for 14 days at a dose of 20 mg/kg bw. In the 7 days prior to treatment, each subject acted as his/her own control by ingesting an orange juice beverage and placebo emulsion. Blood samples were collected from each subject on days -6, 0, 7 and 14 of treatment for measurement of routine hematological and clinical chemistry parameters, including specific indicators of hepatobiliary function (serum alkaline phosphatase, aspartate aminotransferase, alanine aminotransferase, lactate dehydrogenase, gamma-glutamyl transferase, total bilirubin, direct bilirubin, bile acids and serum proteins). No treatment-related changes were detected in any of these parameters over the 14-day dosing period ... .
sucrose acetate isobutyrate
Sucrose acetate isobutyrate Use and Manufacturing
BY CONTROLLED ESTERIFICATION OF SUCROSE WITH ACETIC AND ISOBUTYRIC ANHYDRIDES.
Food additive, plasticizer
CLEAR SUCROSE DERIVATIVE AVAILABLE EITHER AS SEMI-SOLID (100%), OR AS A 90% SOLN IN ETHYL ALC.|A NAIL POLISH COMPRISES A MIXT OF SUCROSE BENZOATE, SUCROSE ACETATE ISOBUTYRATE, & IF DESIRED, A PLASTICIZER (ORG PHTHALATE, ADIPATE, OR PHOSPHATE) WHICH REPLACES THE TOLUENESULFONAMIDE-FORMALDEHYDE RESIN GENERALLY USED FOR ADHESION OF THE POLISH TO FINGER- OR TOENAIL.
A PROCEDURE IS PRESENTED FOR THE QUANTITATIVE TEST OF SUCROSE DIACETATE HEXAISOBUTYRATE IN SOFT DRINKS BASED ON QUANTITATIVE DETERMINATION OF THE ACETIC & ISOBUTYRIC ACID COMPONENTS. THE METHOD INVOLVES AN ACID-CATALYZED TRANSESTERIFICATION OF THE SUCROSE ESTERS FOLLOWED BY GAS LIQUID CHROMATOGRAPHY. THE ANALYSIS OF SEVERAL COMMERCIAL DRINKS GAVE SUCROSE ESTER CONTENT RANGING FROM 11.5-14.2 MG/10 FLUID OZ.|A RAPID SCREENING PROCEDURE IS PRESENTED FOR THE ESTIMATION OF SUCROSE DIACETATE HEXAISOBUTYRATE (SAIB) IN SOFT DRINKS. AFTER EXTRACTION, SAIB IS ANALYZED DIRECTLY BY GAS-CHROMATOGRAPHY, USING TRIMYRISTIN AS INTERNAL STD.
Food additives|Cosmetics -> Film forming; Plasticiser
Computed Properties
Molecular Weight:846.9
XLogP3:5.3
Hydrogen Bond Acceptor Count:19
Rotatable Bond Count:27
Exact Mass:846.38852974
Monoisotopic Mass:846.38852974
Topological Polar Surface Area:238
Heavy Atom Count:59
Complexity:1500
Defined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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