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D-Pinitol
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Name

D-Pinitol

 EINECS 1312995-182-4
CAS No. 10284-63-6 Density 1.56 g/cm3
PSA 110.38000 LogP -3.18050
Solubility Soluble in water. Melting Point 179-185 °C
Formula C7H14O6 Boiling Point 317.2 °C at 760 mmHg
Molecular Weight 194.185 Flash Point 145.6 °C
Transport Information N/A Appearance white powder
Safety 16-24/25-26-45-36/37/39 Risk Codes 11-34
Molecular Structure Molecular Structure of 10284-63-6 (D-Pinitol) Hazard Symbols CorrosiveC,FlammableF
Synonyms

Inositol,3-O-methyl-, D-chiro- (8CI);Pinitol, (+)- (6CI,7CI);(+)-Pinitol;3-O-Methyl-(+)-chiro-inositol;3-O-Methyl-D-chiro-inositol;D-(+)-Pinitol;D-3-O-Methyl-chiro-inositol;Inzitol;Matezit;Pinit;Pinite(inositol derivative);Pinitol B;Sennit;Sennitol;

Article Data 22

D-Pinitol Synthetic route

130792-46-0

(1R,2R,3R,4S,5R,6S)-2,3,6-trihydroxy-4,5-di-O-isopropylidene-1-O-methylcyclohexane

10284-63-6

pinitol

Conditions
ConditionsYield
With hydrogenchloride In water; acetone for 0.5h; Ambient temperature;100%
With hydrogenchloride In water; acetone
124647-09-2, 124751-79-7

(1L-1,2-di-O-benzoyl-4-O-methyl-chiro-inosityloxy)-(l)-menthoxyacetate

10284-63-6

pinitol

Conditions
ConditionsYield
With water; triethylamine In methanol for 68h; Ambient temperature;100%
1044736-09-5

3,5-di-O-benzyl-D-pinitol

10284-63-6

pinitol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol100%
1195550-95-8

(3aR,4S,5R,7aS)-5-methoxy-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxol-4-ol

10284-63-6

pinitol

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In tetrahydrofuran; water; acetone at 20℃; for 24h; Inert atmosphere; Reflux;84%
186388-12-5

(1R,2S,3R,4S,5R,6S)-5,6-Bis-benzyloxy-3-methoxy-cyclohexane-1,2,4-triol

10284-63-6

pinitol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 24h;69%
67-56-1

methanol

125164-85-4

(1R,2S,3R,4S,5R,6S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]heptane-2,5-diol

10284-63-6

pinitol

Conditions
ConditionsYield
With trifluoroacetic acid In methanol60%
87-89-8

D-myo-inositol

A

488-54-0, 488-55-1, 488-58-4, 488-59-5, 551-72-4, 576-63-6, 643-10-7, 643-12-9, 6917-35-7, 18685-70-6, 38876-99-2, 39907-99-8, 40461-73-2, 41546-32-1, 41546-33-2, 41546-34-3, 41546-35-4, 41546-36-5, 87-89-8

D-chiro-inositol

B

6090-97-7

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol

C

10284-63-6

pinitol

D

D-galacturonic acid

Conditions
ConditionsYield
In water for 48h; Product distribution; biosynthesis with Simmondsia chinensis, various time;
6090-97-7

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol

A

87-89-8

D-myo-inositol

B

488-54-0, 488-55-1, 488-58-4, 488-59-5, 551-72-4, 576-63-6, 643-10-7, 643-12-9, 6917-35-7, 18685-70-6, 38876-99-2, 39907-99-8, 40461-73-2, 41546-32-1, 41546-33-2, 41546-34-3, 41546-35-4, 41546-36-5, 87-89-8

D-chiro-inositol

C

10284-63-6

pinitol

D

D-galacturonic acid

Conditions
ConditionsYield
In water for 48h; Product distribution; biosynthesis with Simmondsia chinensis, various time;
75589-40-1, 79391-03-0, 98168-33-3

1D-5-O-(α-D-galactopyranosyl)-4-O-methyl-chiro-inositol

A

59-23-4

D-Galactose

B

10284-63-6

pinitol

Conditions
ConditionsYield
With α-D-galactosidase Product distribution;
186382-59-2

1D-(1,2,3,4)-1,2-di-O-benzyl-4-O-methylcyclohex-5-ene-1,2,3,4-tetraol

10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / CH2Cl2 / 0.5 h / 0 °C
2: aq. OsO4, Me3NO / acetone; 2-methyl-propan-2-ol / 48 h
3: 58 percent / benzene / 1 h / Ambient temperature
4: 91 percent / K2CO3 / methanol / 2 h / 60 °C
5: 69 percent / H2 / 10percent Pd/C / methanol / 24 h
View Scheme

D-Pinitol Specification

The D-Pinitol, with the CAS registry number 10284-63-6, has the IUPAC name of (1S,2S,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol. For being a kind of white to off-white crystals, its product categories are including Miscellaneous Natural Products.

The physical properties of this chemical are as below: (1)ACD/LogP: -2.12; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1; (4)ACD/LogD (pH 7.4): -1; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 9; (8)ACD/KOC (pH 7.4): 9; (9)#H bond acceptors: 6; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 110.38; (13)Index of Refraction: 1.588; (14)Molar Refractivity: 41.691 cm3; (15)Molar Volume: 123.812 cm3; (16)Polarizability: 16.528 ×10-24 cm3; (17)Surface Tension: 83.195 dyne/cm; (18)Density: 1.568 g/cm3; (19)Flash Point: 145.621 °C; (20)Enthalpy of Vaporization: 64.754 kJ/mol; (21)Boiling Point: 317.172 °C at 760 mmHg; (22)Exact Mass: 194.079038; (23)MonoIsotopic Mass: 194.079038; (24)Topological Polar Surface Area: 110; (25)Heavy Atom Count: 13; (26)Complexity: 158.

When you are dealing with this chemical, you should be much more cautious. For one thing, it is corrosive which may destroy living tissue on contact. For another thing, it is highly flammable which may catch fire in contact with air, only needing brief contact with an ignition source, and it has a very low flash point or evolve highly flammable gases in contact with water.

Therefore, you should take different measures to deal with different cases. Wear suitable protective clothing, gloves and eye/face protection and then avoid contacting with skin and eyes. And if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible) and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In addition, while storing, keep the chemical away from sources of ignition - No smoking.
 
In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: COC1C(C(C(C(C1O)O)O)O)O
(2)Isomeric SMILES: COC1[C@@H]([C@H](C([C@@H]([C@@H]1O)O)O)O)O
(3)InChI: InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2?,3-,4-,-,6+,7?/m0/s1
(4)InChIKey: DSCFFEYYQKSRSV-FEPQRWDDSA-N 

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