| Identification | More | [Name]
L-QUEBRACHITOL | [CAS]
642-38-6 | [Synonyms]
1L-2-O-METHYL-CHIRO-INOSITOL
2-O-METHYL-1,2,4/3,5,6-HEXAHYDROXYCYCLOHEXANE
2-O-METHYL-L-CHIRO-INOSITOL
3-O-METHYL-L-CHIRO-INOSITOL
L-CHIRO-INOSITOL 2-METHYL ETHER
L-QUEBRACHITOL
(-)-QUEBRACHITOL
QUEBRACHITOL
L-chiro-Inositol, 2-O-methyl-
2-o-methyl-l-inositol
2-O-Methyl-1,2,4/3,5,6-hexahydroxycyclohexane, 2-O-Methyl-L-inositol, L-chiro-Inositol 2-methyl ether, L-Quebrachitol
2-O-Methyl-1,2,4,3,5,6-hexahydroxycyclohexane, L-chiro-Inositol 2-methyl ether | [Molecular Formula]
C7H14O6 | [MDL Number]
MFCD00021405 | [Molecular Weight]
194.18 | [MOL File]
642-38-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white powder | [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. ]
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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . |
| Hazard Information | Back Directory | [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].
| [storage]
Store at -20°C | [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. |
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