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87-89-8

Basic Information
CAS No.: 87-89-8
Name: Inositol
Article Data: 97
Molecular Structure:
Molecular Structure of 87-89-8 (Inositol)
Formula: C6H12O6
Molecular Weight: 180.158
Synonyms: INOSITE; (1R,2r,3S,4R,5s,6S)-cyclohexane-1,2,3,4,5,6-hexaol; nositol; myo-Inositol; cis-1,2,3,5-trans-4,6-Cyclohexanehexol; meso-inositol; Inosital; bios I; INS; Nucite; 2-(PROPYLAMINO)-M-PROPIONOTOLUIDIDE HYDROCHLORIDE; Dambose; Mesol; Mesovit; 查看更多英文别名 收起
EINECS: 201-781-2
Density: 2.039 g/cm3
Melting Point: 222-227 °C(lit.)
Boiling Point: 291.326 °C at 760 mmHg
Flash Point: 143.387 °C
Solubility: 4 g/100 mL (25 °C) in water
Appearance: white powder
Safety: 22-24/25
PSA: 121.38000
LogP: -3.83460
Synthetic route
51548-88-0, 96039-15-5, 98974-89-1, 128110-25-8

(+/-)-1,2:4,5-di-O-isopropylidene-myo-inositol

87-89-8

D-myo-inositol

Conditions
ConditionsYield
palladium dihydroxide In methanol for 88h; Heating;97%

2,4,6-tri-O-benzyl-1,3,5-O-orthoformate-D-myo-inositol

87-89-8

D-myo-inositol

Conditions
ConditionsYield
palladium dihydroxide In methanol for 72h; Heating;96%
With Pd(OH)2/C In methanol for 72h; Reflux;

(±)-2,3:5,6-di-O-isopropylidene-1,4-di-O-benzyl-myo-inositol

87-89-8

D-myo-inositol

Conditions
ConditionsYield
palladium dihydroxide In methanol for 22h; Heating;95%

1D-1-O-Acetyl-myo-inositol

87-89-8

D-myo-inositol

Conditions
ConditionsYield
With sodium methylate In methanol at 70℃; for 3h; Deacetylation;94%

2-O-tert-butyldimethyl-myo-inositol 4,6-carbonate 1,3,5-orthoformate

A

87-89-8

D-myo-inositol

B

myo-inositol 4,6-carbonate

Conditions
ConditionsYield
With water; trifluoroacetic acid at 65 - 70℃;A n/a
B 83%

2-O-(tert-butyldimethylsilyl)-4,6-O-methylene-myo-inositol 1,3,5-orthoformate

A

87-89-8

D-myo-inositol

B

1259936-03-2

4,6-O-methylene-myo-inositol

Conditions
ConditionsYield
With methanol; toluene-4-sulfonic acid In chloroform at 40℃; for 48h;A n/a
B 74%
15421-51-9

myo-inositol 1-phosphate

87-89-8

D-myo-inositol

Conditions
ConditionsYield
With alkaline phosphatase type III from Escherichia coli In various solvent(s) at 25℃; for 16h; pH=8.0; Substitution;63.6%
1254-38-2

inositol peracetate

87-89-8

D-myo-inositol

Conditions
ConditionsYield
With hydrogenchloride
With sodium methylate In methanol for 2h;
608-80-0

benzenehexol

87-89-8

D-myo-inositol

Conditions
ConditionsYield
With water; hydrogen; palladium at 50 - 55℃;
With ethanol; nickel at 125℃; under 95616 Torr; Hydrogenation;
With water; palladium at 20℃; Hydrogenation.sowie bei 55grad;
523-92-2

sequoyitol

87-89-8

D-myo-inositol

Conditions
ConditionsYield
With hydrogen iodide
With hydrogen iodide Heating;0.08 g
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Specification

Inositol(CAS NO.87-89-8) is also named as 1,2,3,5-trans-4,6-Cyclohexanehexol, cis-; AI3-16111; CCRIS 6745; Dambose; Inosital; Inositene; Inositina; Inositol (VAN). It is white powder. Inositol or cyclohexane-1,2,3,4,5,6-hexol is a chemical compound with formula C6H12O6 or (-CHOH-)6, a sixfold alcohol (polyol) of cyclohexane. It is almost tasteless, with a small amount of sweetness. It is soluble in water, slightly soluble in ethanol, acetic acid, ethylene glycol and glycerin, insoluble in ether, acetone and chloroform.

Physical properties about Inositol are: (1)ACD/LogP: -3.861; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -3.86; (4)ACD/LogD (pH 7.4): -3.86; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 6; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.784; (13)Molar Refractivity: 37.213 cm3; (14)Molar Volume: 88.375 cm3; (15)Polarizability: 14.752 10-24cm3; (16)Surface Tension: 101.601997375488 dyne/cm; (17)Density: 2.039 g/cm3; (18)Flash Point: 143.387 °C; (19)Enthalpy of Vaporization: 61.583 kJ/mol; (20)Boiling Point: 291.326 °C at 760 mmHg

Preparation of Inositol:  Inositol is produced from glucose-6-phosphate (G-6-P) in two steps. First, G-6-P is isomerised by ISYNA1 to inositol 1-phosphate; then it is dephosphorylated by IMPase 1 to give free Inositol . In humans most inositol is synthesized in the kidneys, in typical amounts of a few grams per day.
 
Uses of Inositol: Inositol has been used as an adulterant (or cutting agent) in many illegal drugs, such as cocaine, methamphetamine, and sometimes heroin.[citation needed] It is presumed that this use is connected with one or more of the substance's properties of solubility, powdery texture, or reduced sweetness (50%) as compared with more common sugars. Inositol is also used as a stand-in for cocaine on television.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-; S27:Take off immediately all contaminated clothing.
(2)InChIKey=CDAISMWEOUEBRE-GPIVLXJGSA-N;
(3)Smiles[C@@H]1([C@@H]([C@H]([C@@H]([C@H]([C@H]1O)O)O)O)O)O

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 10gm/kg (10000mg/kg)   Toksikologicheskii Vestnik. Vol. (2), Pg. 25, 1994.
rat LD50 intraperitoneal > 3gm/kg (3000mg/kg)   Japanese Kokai Tokyo Koho Patents. Vol. #92-9328,
rat LD50 intravenous > 750mg/kg (750mg/kg)   Japanese Kokai Tokyo Koho Patents. Vol. #92-9328,