D-(+)-CHIRO-INOSITOL

Names

[ CAS No. ]:
643-12-9

[ Name ]:
D-(+)-CHIRO-INOSITOL

[Synonym ]:
cyclohexanehexol
D-Inositol
(1R,2R,3S,4S,5S,6S)-1,2,3,4,5,6-Cyclohexanehexol
1,2,3,4,5,6-Cyclohexanehexol, (1α,2α,3β,4α,5β,6β)-
(1R,2R,3S,4S,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexol
(1R,2R,3S,4S,5S,6S)-Cyclohexan-1,2,3,4,5,6-hexol
1,2,4/3,5,6-hexahydroxycyclohexane
1D-chiro-Inositol
(+)-1,2,4/3,5,6-Inositol
cis-inositol
EINECS 211-394-0
D-Chiro-inositol(DCI)
D-CHIRO-INOSITOL(DISD)
MFCD00272608
D-(+)-Inositol
D-chiro-inositol

Biological Activity

[Description]:

D-chiro-Inositol is an epimer of myo-inositol found in certain mammalian glycosylphosphatidylinositol protein anchors and inositol phosphoglycans possessing insulin-like bioactivity. D-chiro-Inositol is used clinically for the treatment of polycystic ovary syndrome (PCOS) and diabetes mellitus, which can reduce hyperglycemia and ameliorate insulin resistance[1][2][3].

[Related Catalog]:

Research Areas >> Metabolic Disease

[References]

[1]. Ostlund RE Jr, et al. A stereospecific myo-inositol/D-chiro-inositol transporter in HepG2 liver cells. Identification with D-chiro-[3-3H]inositol. J Biol Chem. 1996 Apr 26;271(17):10073-8.

[2]. Zhao SS, et al. D-chiro-inositol effectively attenuates cholestasis in bile duct ligated rats by improving bile acidsecretion and attenuating oxidative stress. Acta Pharmacol Sin. 2018 Feb;39(2):213-221.

[3]. Cheng F, et al. chiro-Inositol Ameliorates High Fat Diet-Induced Hepatic Steatosis and Insulin Resistance viaPKCε-PI3K/AKT Pathway. J Agric Food Chem. 2019 May 29;67(21):5957-5967.

Chemical & Physical Properties

[ Density]:
2.0±0.1 g/cm3

[ Boiling Point ]:
291.3±40.0 °C at 760 mmHg

[ Melting Point ]:
230 °C

[ Molecular Formula ]:
C₆H₁₂O₆

[ Molecular Weight ]:
180.156

[ Flash Point ]:
143.4±21.9 °C

[ Exact Mass ]:
180.063385

[ PSA ]:
121.38000

[ LogP ]:
-2.11

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.784

[ Storage condition ]:
Freezer

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S24/25

[ HS Code ]:
29061390

Customs

[ HS Code ]: 29061390

Related Compounds

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