1L-chiro-Inositol

Last updated
1L-chiro-Inositol
L-chiro-inositol.svg
Names
Preferred IUPAC name
(1R,2R,3R,4R,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.183 OOjs UI icon edit-ltr-progressive.svg
UNII
  • InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4-,5+,6+/m1/s1 Yes check.svgY
    Key: CDAISMWEOUEBRE-SHFUYGGZSA-N Yes check.svgY
  • O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@H]1O
Properties
C6H12O6
Molar mass 180.156 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1L-chiro-Inositol [1] (L-chiro-Inositol) is one of the isomers of inositol.

See also

Related Research Articles

International Union of Pure and Applied Chemistry International organization that represents chemists in individual countries

The International Union of Pure and Applied Chemistry is an international federation of National Adhering Organizations that represents chemists in individual countries. It is a member of the International Science Council (ISC). IUPAC is registered in Zürich, Switzerland, and the administrative office, known as the "IUPAC Secretariat", is in Research Triangle Park, North Carolina, United States. This administrative office is headed by IUPAC's executive director, currently Lynn Soby.

Acetyl group Chemical compound

In organic chemistry, acetyl is a moiety, the acyl with chemical formula CH3CO. It is sometimes represented by the symbol Ac (not to be confused with the element actinium).

Inositol Carbocyclic sugar

Inositol, or more precisely myo-inositol, is a carbocyclic sugar that is abundant in brain and other mammalian tissues; it mediates cell signal transduction in response to a variety of hormones, neurotransmitters, and growth factors and participates in osmoregulation. It is a sugar alcohol with half the sweetness of sucrose. It is made naturally in humans from glucose. A human kidney makes about two grams per day. Other tissues synthesize it too, and the highest concentration is in the brain, where it plays an important role by making other neurotransmitters and some steroid hormones bind to their receptors. Inositol is promoted as a dietary supplement in the management of polycystic ovary syndrome (PCOS). However, there is only evidence of very low quality for its efficacy in increasing fertility in women with PCOS.

A chemical nomenclature is a set of rules to generate systematic names for chemical compounds. The nomenclature used most frequently worldwide is the one created and developed by the International Union of Pure and Applied Chemistry (IUPAC).

The molecular formula C6H12O6 (molar mass: 180.16 g/mol) may refer to:

Inositol oxygenase

Inositol oxygenase, also commonly referred to as myo-inositol oxygenase (MIOX), is a non-heme di-iron enzyme that oxidizes myo-inositol to glucuronic acid. The enzyme employs a unique four-electron transfer at its Fe(II)/Fe(III) coordination sites and the reaction proceeds through the direct binding of myo-inositol followed by attack of the iron center by diatomic oxygen. This enzyme is part of the only known pathway for the catabolism of inositol in humans and is expressed primarily in the kidneys. Recent medical research regarding MIOX has focused on understanding its role in metabolic and kidney diseases such as diabetes, obesity and acute kidney injury. Industrially-focused engineering efforts are centered on improving MIOX activity in order to produce glucaric acid in heterologous hosts.

1<small>D</small>-<i>chiro</i>-Inositol Chemical compound

1D-chiro-Inositol is a member of a family of related substances often referred to collectively as "inositol", although that term encompasses several isomers of questionable biological relevance, including 1L-chiro-inositol. myo-Inositol is converted into DCI by an insulin dependent NAD/NADH epimerase enzyme. It is known to be an important secondary messenger in insulin signal transduction. DCI accelerates the dephosphorylation of glycogen synthase and pyruvate dehydrogenase, rate limiting enzymes of non-oxidative and oxidative glucose disposal. DCI may act to bypass defective normal epimerization of myo-inositol to DCI associated with insulin resistance and at least partially restore insulin sensitivity and glucose disposal.

<i>scyllo</i>-Inositol Chemical compound

scyllo-Inositol is one of the stereoisomers of inositol. It is also known as scyllitol, cocositol, quercinitol, and 1,3,5/2,4,6-hexahydroxycyclohexane. scyllo-Inositol is a naturally occurring plant sugar alcohol found most abundantly in the coconut palm.

In enzymology, a D-pinitol dehydrogenase (EC 1.1.1.142) is an enzyme that catalyzes the chemical reaction

In chemical nomenclature, a preferred IUPAC name (PIN) is a unique name, assigned to a chemical substance and preferred among the possible names generated by IUPAC nomenclature. The "preferred IUPAC nomenclature" provides a set of rules for choosing between multiple possibilities in situations where it is important to decide on a unique name. It is intended for use in legal and regulatory situations.

<i>Nomenclature of Organic Chemistry</i> Book describing the nomenclature of organic compounds

Nomenclature of Organic Chemistry, commonly referred to by chemists as the Blue Book, is a collection of recommendations on organic chemical nomenclature published at irregular intervals by the International Union of Pure and Applied Chemistry (IUPAC). A full edition was published in 1979, an abridged and updated version of which was published in 1993 as A Guide to IUPAC Nomenclature of Organic Compounds. Both of these are now out-of-print in their paper versions, but are available free of charge in electronic versions. After the release of a draft version for public comment in 2004 and the publication of several revised sections in the journal Pure and Applied Chemistry, a fully revised version was published in print in 2013.

<i>neo</i>-Inositol Chemical compound

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.

<i>muco</i>-Inositol Chemical compound

muco-Inositol is a critically important chemical in the gustatory (taste) modality of the mammalian nervous system. The generic form is coupled to a phospholipid of the outer lemma of the sensory neurons associated with the sodium ion sensitive channel of gustation.

<i>epi</i>-Inositol Chemical compound

epi-Inositol is one of the stereoisomers of inositol.

<i>cis</i>-Inositol Chemical compound

cis-Inositol is one of the isomers of inositol.

<i>allo</i>-Inositol Chemical compound

allo-Inositol is a stereoisomer of inositol.

Cyclitol

In organic chemistry, a cyclitol is a cycloalkane containing at least three hydroxyl, each attached to a different ring carbon atom. The general formula for an unsubstituted cyclitol is C
n
H
2n-x
(OH)
x
or C
n
H
2n
O
x
where 3 ≤ xn.

Pinpollitol Chemical compound

Pinpollitol is a cyclitol. It is a di-O-methyl-(+)-chiro-inositol that can be isolated from Pinus radiata.

The International Union of Pure and Applied Chemistry publishes many books which contain its complete list of definitions. The definitions are divided into seven "colour books": Gold, Green, Blue, Purple, Orange, White, and Red. There is also an eighth book—the "Silver Book".

The International Union of Pure and Applied Chemistry (IUPAC) has published four sets of rules to standardize chemical nomenclature.

References

  1. IUPAC Chemical Nomenclature and Structure Representation Division (2013). "P-104.2.1". In Favre, Henri A.; Powell, Warren H. (eds.). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. IUPACRSC. ISBN   978-0-85404-182-4.