Bornesitol

Last updated
Bornesitol
Bornesitol.svg
Names
IUPAC name
1D-1-O-Methyl-myo-inositol
Systematic IUPAC name
(1R,2R,3S,4S,5R,6S)-6-Methoxycyclohexane-1,2,3,4,5-pentol
Other names
D-(−)-Bornesitol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
  • InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4+,5-,6-,7-/m1/s1 Yes check.svgY
    Key: DSCFFEYYQKSRSV-AGZHHQKVSA-N Yes check.svgY
  • O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OC)[C@H](O)[C@H]1O
Properties
C7H14O6
Molar mass 194.183 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Bornesitol is a cyclitol. It can be found in the gentianaceae and menyanthaceae plant families. [1] Chemically, it is a methyl ether of D-myo-inositol.

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<span class="mw-page-title-main">Gentianales</span> Order of flowering plants

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Gentianaceae is a family of flowering plants of 103 genera and about 1600 species.

<span class="mw-page-title-main">Menyanthaceae</span> Family of flowering plants

Menyanthaceae is a family of aquatic and wetland plants in the order Asterales. There are approximately 60-70 species in six genera distributed worldwide. The simple or compound leaves arise alternately from a creeping rhizome. In the submersed aquatic genus Nymphoides, leaves are floating and support a lax, umbellate or racemose inflorescence. In other genera the inflorescence is erect and consists of one to many flowers. The sympetalous, insect-pollinated flowers are five-parted and either yellow or white. The petals are ciliate or adorned with lateral wings. Fruit type is a capsule.

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Nymphoides hydrophylla, commonly known as crested floating-heart, is an aquatic plant of the family Menyanthaceae native to tropical Asia. It has cordate floating leaves that support a lax inflorescence of dainty white flowers with fringed petal margins. Its slim stem (spear) is edible, and is used as vegetable in Taiwan, mostly produced at Meinong District, Kaohsiung.

Nymphoides macrospermum is a critically endangered aquatic plant of the family Menyanthaceae endemic to Alwaye in Kerala, India. It is an annual herb which has been observed in paddy fields, lagoons and slowly flowing streams. It is dioecious, with male and female flowers on separate plants.

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References

  1. Norbert Schilling (1976). "Distribution of l-(+)-bornesitol in the gentianaceae and menyanthaceae". Phytochemistry. 15 (5): 824–826. doi:10.1016/S0031-9422(00)94463-7.[ dead link ]