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Orchinol information


Orchinol
Chemical structure of orchinol
Names
Preferred IUPAC name
5,7-Dimethoxy-9,10-dihydrophenanthren-2-ol
Other names
9,10-Dihydro-5,7-dimethoxyphenanthren-2-ol
Identifiers
CAS Number
  • 41060-20-2 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 158032
PubChem CID
  • 181686
UNII
  • V897GN013Q checkY
CompTox Dashboard (EPA)
  • DTXSID90961419 Edit this at Wikidata
InChI
  • InChI=1S/C16H16O3/c1-18-13-8-11-4-3-10-7-12(17)5-6-14(10)16(11)15(9-13)19-2/h5-9,17H,3-4H2,1-2H3
    Key: HOVUVTNDNLNINP-UHFFFAOYSA-N
  • InChI=1/C16H16O3/c1-18-13-8-11-4-3-10-7-12(17)5-6-14(10)16(11)15(9-13)19-2/h5-9,17H,3-4H2,1-2H3
    Key: HOVUVTNDNLNINP-UHFFFAOYAM
SMILES
  • COC1=CC(=C2C(=C1)CCC3=C2C=CC(=C3)O)OC
Properties
Chemical formula
C16H16O3
Molar mass 256.301 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Orchinol is a 9,10-dihydrophenanthrene, a type of phenanthrenoid. It can be isolated from infected Orchis militaris and infected Loroglossum hircinum[1] with Rhizoctonia repens.[2] This molecule has a phytoalexin effect. It reduces the growth of Cattleya aurantiaca seedlings[3] and has an antifungal activity.[4]

  1. ^ Structure of Orchinol, Loroglossol, and Hircinol. Roy M. Letcher and Llewellyn R. M. Nhamo, J. Chem. Soc., Perkin Trans. 1, 1973, pages 1263-1265, doi:10.1039/P19730001263
  2. ^ Orchinol. Richard Braun, Moderne Methoden der Pflanzenanalyse, 1963, Volume 6, pages 130-134, doi:10.1007/978-3-642-94878-7_7 (article in German)
  3. ^ Effects of Orchinol, Loroglossol, Dehydroorchinol, Batatasin III, and 3,4'- Dihydroxy-5-Methoxydihydrostilbene on Orchid Seedlings. Katherine A. Hills, Albert Stoessl, Allison P. Oliva and Joseph Arditti, Botanical Gazette, September 1984, Vol. 145, No. 3, pages 298-301 (link)
  4. ^ Structure and antifungal activity of hircinol, loroglossol and orchinol. M.H. Fisch, Brigitta H. Flick and J. Arditti, Phytochemistry, February 1973, Volume 12, Issue 2, Pages 437–441, doi:10.1016/0031-9422(73)80036-6

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Orchinol

Last Update:

Orchinol is a 9,10-dihydrophenanthrene, a type of phenanthrenoid. It can be isolated from infected Orchis militaris and infected Loroglossum hircinum with...

Word Count : 183

Orchis militaris

Last Update:

species of orchid whose ground-up roots are used to make the drink salep. Orchinol is a phenanthrenoid that can be isolated from infected O. militaris. "Orchis...

Word Count : 465

Guarianthe aurantiaca

Last Update:

number of G. aurantiaca has been determined as 2n = 40. The phananthrenoids orchinol and loroglossol have a phytoalexin effect and reduce the growth of G. aurantiaca...

Word Count : 139

Himantoglossum hircinum

Last Update:

to the species' limited distribution, and the issue remains unresolved. Orchinol, loroglossol and hircinol are phenanthrenoids that can be isolated from...

Word Count : 536

C16H16O3

Last Update:

109944 u) may refer to: Calostomal 2,2-Dimethoxy-2-phenylacetophenone Orchinol, a phenanthrenoid found in orchids Pterostilbene, a stilbenoid This set...

Word Count : 67

Phenanthrenoid

Last Update:

the corresponding phenanthrene analogue, coelogin and coeloginin. Orchinol and loroglossol have a phytoalexin effect and reduce the growth of Cattleya...

Word Count : 1277

Plicatol C

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 62

Coeloginin

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 88

Cavicularin

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 413

Plicatol B

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 116

Coelogin

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 92

Gymnopusin

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 119

Nudol

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 80

Coeloginanthrin

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 61

Plicatol A

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 62

Confusarin

Last Update:

coeloginin coeloginanthridin coelonin effusol hircinol juncusol loroglossol orchinol Plicatol C 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol 4,6-dimethoxy-9...

Word Count : 122

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