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L-(−)-chiro-Inositol (CAS 551-72-4)

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Alternate Names:
1L-chiro-Inositol; I-inositol; Levoinositol
CAS Number:
551-72-4
Purity:
95%
Molecular Weight:
180.16
Molecular Formula:
C6H12O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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In scientific studies, L-(−)-chiro-Inositol has been a focus due to its involvement in processes like signal transmission within cells, cellular growth and specialization, and the control of genetic expression. Functionally, L-(−)-chiro-Inositol is integral to activating enzymes like phosphoinositide-3-kinase (PI3K) that are for cellular signal transmission. It also contributes to the creation of L-(−)-chiro-Inositol phosphates, key signaling molecules for cell development and differentiation, and plays a role in gene expression regulation by acting as a cofactor for transcription factors.


L-(−)-chiro-Inositol (CAS 551-72-4) References

  1. Identification of L-inositol and scyllitol and their distribution in various organs in chrysanthemum.  |  Ichimura, K., et al. 2000. Biosci Biotechnol Biochem. 64: 865-8. PMID: 10830508
  2. Selective epimerization of L-chiro-inositol to L-muco- and D-chiro-inositol derivatives.  |  Miethchen, R., et al. 2002. Carbohydr Res. 337: 1-9. PMID: 11755906
  3. Synthesis and biological evaluation of aromatic analogues of conduritol F, L-chiro-inositol, and dihydroconduritol F structurally related to the amaryllidaceae anticancer constituents.  |  Kireev, AS., et al. 2006. J Org Chem. 71: 5694-707. PMID: 16839151
  4. Effects of dietary myo-inositol, D-chiro-inositol and L-chiro-inositol on hepatic lipids with reference to the hepatic myo-inositol status in rats fed on 1,1,1-trichloro-2,2-bis (p-chlorophenyl) ethane.  |  Okazaki, Y., et al. 2006. Biosci Biotechnol Biochem. 70: 2766-70. PMID: 17090942
  5. Synthesis and Ca(2+)-release activity of D- and L-myo-inositol 2,4,5-trisphosphate and D- and L-chiro-inositol 1,3,4-trisphosphate.  |  Tegge, W., et al. 1991. Carbohydr Res. 217: 107-16. PMID: 1797394
  6. d- chiro-Inositol is absorbed but not synthesised in rodents.  |  Lin, X., et al. 2009. Br J Nutr. 102: 1426-34. PMID: 19586572
  7. ent-Kaurene Glycosides from Ageratina cylindrica.  |  Bustos-Brito, C., et al. 2015. J Nat Prod. 78: 2580-7. PMID: 26517282
  8. Chiral synthesis of D- and L-myo-inositol 1,4,5-trisphosphate.  |  Tegge, W. and Ballou, CE. 1989. Proc Natl Acad Sci U S A. 86: 94-8. PMID: 2783488
  9. New approach for fast identification of cyclitols by MALDI-TOF mass spectrometry.  |  Al-Suod, H., et al. 2018. Phytochem Anal. 29: 528-537. PMID: 29732635
  10. The crystal structure of L-chiro-inositol.  |  Jeffrey, GA. and Yeon, Y. 1987. Carbohydr Res. 159: 211-6. PMID: 3567985
  11. Restoration of brain myo-inositol levels in rats increases latency to lithium-pilocarpine seizures.  |  Kofman, O., et al. 1993. Psychopharmacology (Berl). 110: 229-34. PMID: 7870890
  12. D-chiro-inositol metabolism in diabetes mellitus.  |  Ostlund, RE., et al. 1993. Proc Natl Acad Sci U S A. 90: 9988-92. PMID: 8234346
  13. A stereospecific myo-inositol/D-chiro-inositol transporter in HepG2 liver cells. Identification with D-chiro-[3-3H]inositol.  |  Ostlund, RE., et al. 1996. J Biol Chem. 271: 10073-8. PMID: 8626564

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

L-(−)-chiro-Inositol, 1 g

sc-257639
1 g
$364.00