Neo-inositol | CAS# 488-54-0 | Derivative of Inositol

MedKoo Cat#: 596017 | Name: Neo-inositol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Neo-Inositol is one of the stereoisomers of inositol. It is one of the nine isomeric forms of cyclohexanehexol; a group of small and chemically very stable polar molecules that have versatile properties. This stereoisomer is naturally occurring, but only in small amounts. It is also known as (1s,2R,3R,4s,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol or 1,2,3/4,5,6-cyclohexanehexol in the IUPAC naming system.

Chemical Structure

Neo-inositol

CAS# 488-54-0

Theoretical Analysis

MedKoo Cat#: 596017

Name: Neo-inositol

CAS#: 488-54-0

Chemical Formula: C6H12O6

Exact Mass: 180.0634

Molecular Weight: 180.15

Elemental Analysis: C, 40.00; H, 6.71; O, 53.28

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Neo-inositol; Neo inositol; Neoinositol; Neoinositol; J101.890F; Inositol, neo-;

IUPAC/Chemical Name

(1R,2R,3s,4S,5S,6s)-cyclohexane-1,2,3,4,5,6-hexaol

InChi Key

CDAISMWEOUEBRE-DCLYFUHFSA-N

InChi Code

InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4-,5-,6-

SMILES Code

O[C@H]1[C@@H](O)[C@H](O)[C@H](O)[C@H](O)[C@H]1O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 180.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Mo EJ, Ahn JH, Jo YH, Kim SB, Hwang BY, Lee MK. Inositol Derivatives and Phenolic Compounds from the Roots of Taraxacum coreanum. Molecules. 2017 Aug 14;22(8). pii: E1349. doi: 10.3390/molecules22081349. PubMed PMID: 28805750. 2: Wessig P, Möllnitz K. Building blocks for oligospiroketal (OSK) Rods and evaluation of their influence on rod rigidity. J Org Chem. 2012 Apr 20;77(8):3907-20. doi: 10.1021/jo300266b. Epub 2012 Apr 10. PubMed PMID: 22468649. 3: Gurale BP, Vanka K, Shashidhar MS. Radical mediated deoxygenation of inositol benzylidene acetals: conformational analysis, DFT calculations, and mechanism. Carbohydr Res. 2012 Apr 1;351:26-34. doi: 10.1016/j.carres.2012.01.001. Epub 2012 Jan 13. PubMed PMID: 22316428. 4: Cevallos-Cevallos JM, García-Torres R, Etxeberria E, Reyes-De-Corcuera JI. GC-MS analysis of headspace and liquid extracts for metabolomic differentiation of citrus Huanglongbing and zinc deficiency in leaves of 'Valencia' sweet orange from commercial groves. Phytochem Anal. 2011 May-Jun;22(3):236-46. doi: 10.1002/pca.1271. Epub 2010 Nov 2. PubMed PMID: 21046688. 5: Tashiro T, Nakagawa R, Hirokawa T, Inoue S, Watarai H, Taniguchi M, Mori K. RCAI-37, 56, 59, 60, 92, 101, and 102, cyclitol and carbasugar analogs of KRN7000: their synthesis and bioactivity for mouse lymphocytes to produce Th1-biased cytokines. Bioorg Med Chem. 2009 Sep 1;17(17):6360-73. doi: 10.1016/j.bmc.2009.07.025. Epub 2009 Jul 18. PubMed PMID: 19656685. 6: Palaniappan N, Ayers S, Gupta S, Habib el-S, Reynolds KA. Production of hygromycin A analogs in Streptomyces hygroscopicus NRRL 2388 through identification and manipulation of the biosynthetic gene cluster. Chem Biol. 2006 Jul;13(7):753-64. PubMed PMID: 16873023. 7: Watt SW, Chisholm JA, Jones W, Motherwell S. A molecular dynamics simulation of the melting points and glass transition temperatures of myo- and neo-inositol. J Chem Phys. 2004 Nov 15;121(19):9565-73. PubMed PMID: 15538878. 8: Adelt S, Podeschwa M, Dallmann G, Altenbach HJ, Vogel G. Stereo- and regiospecificity of yeast phytases-chemical synthesis and enzymatic conversion of the substrate analogues neo- and L-chiro-inositol hexakisphosphate. Bioorg Chem. 2003 Feb;31(1):44-67. PubMed PMID: 12697168. 9: Martin JB, Laussmann T, Bakker-Grunwald T, Vogel G, Klein G. neo-inositol polyphosphates in the amoeba Entamoeba histolytica. J Biol Chem. 2000 Apr 7;275(14):10134-40. PubMed PMID: 10744695. 10: Hudlicky T, Restrepo-Sánchez N, Kary PD, Jaramillo-Gómez LM. A short, stereoselective synthesis of neo-inositol. Carbohydr Res. 2000 Feb 25;324(3):200-3. PubMed PMID: 10724534. 11: Angyal SJ, Craig DC. The unusually stable crystal structure of neo-inositol. Carbohydr Res. 1994 Oct 3;263(1):149-54. PubMed PMID: 7982227. 12: Legler G, Herrchen M. Active site-directed inhibition of galactosidases by conduritol C epoxides (1,2-anhydro-epi- and neo-inositol). FEBS Lett. 1981 Nov 30;135(1):139-44. PubMed PMID: 6274683. 13: Hipps PP, Holland WH, Sherman WR. Interconversion of myo- and scyllo-inositol with simultaneous formation of neo-inositol by an NADP+ dependent epimerase from bovine brain. Biochem Biophys Res Commun. 1977 Jul 11;77(1):340-6. PubMed PMID: 19018. 14: Sherman WR, Goodwin SL, Gunnell KD. Neo-Inositol in mammalian tissues. Identification, measurement, and enzymatic synthesis from mannose 6-phosphate. Biochemistry. 1971 Sep 14;10(19):3491-9. PubMed PMID: 5146569.