Luteone (terpenoid)

Last updated
Luteone
Luteone terpene.svg
Names
IUPAC name
8-Methyl-13-methylene-14β-(3-oxobutyl)podocarpan-17-al
Systematic IUPAC name
(4aR,4bS,8R,8aS,10aS)-1,1,8a-Trimethyl-7-methylidene-8-(3-oxobutyl)dodecahydrophenanthrene-4a(2H)-carbaldehyde
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C23H36O2/c1-16-7-10-20-22(5,18(16)9-8-17(2)25)14-11-19-21(3,4)12-6-13-23(19,20)15-24/h15,18-20H,1,6-14H2,2-5H3/t18-,19+,20+,22+,23-/m1/s1
    Key: KSJHEGGDTGLBND-UZCBEENBSA-N
  • InChI=1/C23H36O2/c1-16-7-10-20-22(5,18(16)9-8-17(2)25)14-11-19-21(3,4)12-6-13-23(19,20)15-24/h15,18-20H,1,6-14H2,2-5H3/t18-,19+,20+,22+,23-/m1/s1
    Key: KSJHEGGDTGLBND-UZCBEENBBA
  • CC(=O)CC[C@@H]3C(=C)CC[C@H]2[C@@]3(C)CC[C@@H]1[C@]2(C=O)CCCC1(C)C
Properties
C23H36O2
Molar mass 344.539 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Luteone is a 23 carbon terpenoid from a sea slug, the dorid nudibranch Cadlina luteomarginata . [2]

The species of sea slug from which this terpenoid was extracted Cadlina luteomarginata.jpg
The species of sea slug from which this terpenoid was extracted

Related Research Articles

The terpenoids, also known as isoprenoids, are a class of naturally occurring organic chemicals derived from the 5-carbon compound isoprene and its derivatives called terpenes, diterpenes, etc. While sometimes used interchangeably with "terpenes", terpenoids contain additional functional groups, usually containing oxygen. When combined with the hydrocarbon terpenes, terpenoids comprise about 80,000 compounds. They are the largest class of plant secondary metabolites, representing about 60% of known natural products. Many terpenoids have substantial pharmacological bioactivity and are therefore of interest to medicinal chemists.

<span class="mw-page-title-main">Doridoidea</span> Superfamily of gastropods

Doridoidea, commonly known as dorid nudibranchs, are a taxonomic superfamily of medium to large, shell-less sea slugs, marine gastropod mollusks in the clade Doridacea, included in the clade Nudibranchia.

<span class="mw-page-title-main">Chromodorididae</span> Family of gastropods

Chromodorididae, or chromodorids, are a taxonomic family of colourful sea slugs; dorid nudibranchs, marine gastropod mollusks in the superfamily Doridoidea. “Chromodorid nudibranchs are among the most gorgeously coloured of all animals.” The over 360 described species are primarily found in tropical and subtropical waters, as members of coral reef communities, specifically associated with their sponge prey. The chromodorids are the most speciose family of opisthobranchs. They range in size from <10mm to over 30 cm, although most species are approximately 15–30 mm in size.

<i>Cadlina luteomarginata</i> Species of gastropod

Cadlina luteomarginata, common name the yellow-edged cadlina, is a species of colorful sea slug, a dorid nudibranch, a shell-less marine gastropod mollusk in the family Cadlinidae.

<i>Cadlina</i> Genus of gastropods

Cadlina is a genus of sea slugs, dorid nudibranchs, shell-less marine gastropod mollusks historically classified in the family Chromodorididae. Recent research by R.F. Johnson in 2011 has shown that Cadlina does not belong to the family Chromodorididae. She has therefore brought back the name Cadlinidae from synonymy with Chromodorididae. The family Cadlinidae also includes the genus AldisaBergh, 1878.

<i>Cadlina flavomaculata</i> Species of gastropod

Cadlina flavomaculata, common name the yellow-spot cadlina, is a species of colourful sea slug, a dorid nudibranch, a shell-less marine gastropod mollusk in the family Cadlinidae.

<i>Cadlina laevis</i> Species of gastropod

Cadlina laevis, common name the white Atlantic cadlina, is a species of sea slug, a dorid nudibranch, a shell-less marine gastropod mollusk in the family Cadlinidae.

The molecular formula C23H36O2 (molar mass: 344.53 g/mol, exact mass: 344.2715 u) may refer to:

Luteone may refer to:

<span class="mw-page-title-main">Cadlinidae</span> Family of gastropods

Cadlinidae is a family of sea slugs, dorid nudibranchs, marine gastropod mollusks in the superfamily Doridoidea.

Cadlina abyssicola is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

Cadlina affinis is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

Cadlina excavata is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

Cadlina georgiensis is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

<i>Cadlina japonica</i> Species of gastropod

Cadlina japonica is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

Cadlina kerguelensis is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

Cadlina magellanica is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

Cadlina pellucida is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

<i>Cadlina rumia</i> Species of gastropod

Cadlina rumia is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

<i>Cadlina sparsa</i> Species of gastropod

Cadlina sparsa, common name the dark-spot cadlina, is a species of sea slug or dorid nudibranch, a marine gastropod mollusk in the family Cadlinidae.

References

  1. ↑ "Luteone【terpene】 | Chemical Substance Information | J-GLOBAL". jglobal.jst.go.jp.
  2. ↑ Hellou, Jocelyne; Andersen, Raymond J.; Rafii, Shahin; Arnold, Edward; Clardy, Jon (1981). "Luteone, a twenty three carbon terpenoid from the dorid nudi branch Cadlina luteomarginata". Tetrahedron Letters. 22 (42): 4173. doi:10.1016/S0040-4039(01)82096-7.


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