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L-QUEBRACHITOL

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L-QUEBRACHITOL Basic information

Product Name:
L-QUEBRACHITOL
Synonyms:
  • L-CHIRO-INOSITOL 2-METHYL ETHER
  • L-QUEBRACHITOL
  • QUEBRACHITOL
  • 1L-2-O-METHYL-CHIRO-INOSITOL
  • 2-O-METHYL-L-CHIRO-INOSITOL
  • 2-O-METHYL-1,2,4/3,5,6-HEXAHYDROXYCYCLOHEXANE
  • 3-O-METHYL-L-CHIRO-INOSITOL
  • (1R,2S,3S,4S,5R,6R)-6-Methoxycyclohexane-1,2,3,4,5-pentaol
CAS:
642-38-6
MF:
C7H14O6
MW:
194.18
Product Categories:
  • Miscellaneous Natural Products
Mol File:
642-38-6.mol
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L-QUEBRACHITOL Chemical Properties

Melting point:
190-198 °C
Boiling point:
250.62°C (rough estimate)
Density 
1.56±0.1 g/cm3 (20 ºC 760 Torr)
refractive index 
1.572
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO (Slightly), Water (Sparingly)
form 
Solid
pka
12.98±0.70(Predicted)
color 
White to Off-White
LogP
-0.740 (est)
CAS DataBase Reference
642-38-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26

MSDS

  • Language:English Provider:ACROS
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L-QUEBRACHITOL Usage And Synthesis

Chemical Properties

white to off-white powder

Uses

L-Quebrachitol is a methoxy analog of inositol that can be isolated from plants. L-Quebrachitol has free-radical scavenging, gastroprotection, anti-platelet aggregation and anti-diabetic activity. L-Quebrachitol promotes osteoblastogenesis by uppregulation of BMP-2, runt-related transcription factor-2 (Runx2), MAPK (ERK, JNK, p38α), and Wnt/β-catenin signaling pathway[1][2][3].

Definition

ChEBI: L-Quebrachitol is a member of cyclohexanols.

in vivo

L-Quebrachitol (125 mg/kg) significantly reduces weight gain, increases bone mineral density and bone calcium content of ovariectomized rats[2].

References

[1] Yodthong T, et al. l-Quebrachitol Promotes the Proliferation, Differentiation, and Mineralization of MC3T3-E1 Cells: Involvement of the BMP-2/Runx2/MAPK/Wnt/β-Catenin Signaling Pathway. Molecules. 2018 Nov 26;23(12). DOI:10.3390/molecules23123086
[2] Li Y, et al. L-quebrachitol extracted from industrial rubber serum: a study on its antioxidant activities and bone mineral density enhancing functions[J]. Industrial Crops and Products, 2023, 201: 116943.
[3] Mu Y, et al. Sea buckthorn leaf l-quebrachitol extract for improved glucose and lipid metabolism in insulin resistant HepG2 Cells[J]. Bioresources, 2022, 17(1): 527.

L-QUEBRACHITOLSupplier

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