ChemicalBook--->CAS DataBase List--->642-38-6

642-38-6

642-38-6 Structure

642-38-6 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[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 InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

L-QUEBRACHITOL(642-38-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(-)-Quebrachitol, 99%(642-38-6)
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