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Flavan

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Flavan
Names
IUPAC name Flavan
Systematic IUPAC name 2-Phenyl-3,4-dihydro-2H-1-benzopyran
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 383899
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.079 Edit this at Wikidata
EC Number
  • 207-786-6
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H14O/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-9,15H,10-11H2Key: QOLIPNRNLBQTAU-UHFFFAOYSA-N
SMILES
  • C1CC2=CC=CC=C2OC1C1=CC=CC=C1
Properties
Chemical formula C15H14O
Molar mass 210.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

The flavans are benzopyran derivatives that use the 2-phenyl-3,4-dihydro-2H-chromene skeleton. They may be found in plants. These compounds include the flavan-3-ols, flavan-4-ols and flavan-3,4-diols (leucoanthocyanidin).

A C-glycosidic flavan can be isolated from cocoa liquor.

Casuarina glauca is an actinorhizal plant producing root nitrogen-fixing nodules infested by Frankia. There is a regular pattern of cell layers containing flavans.

References

  1. Proanthocyanidin glycosides and related polyphenols from cacao liquor and their antioxidant effects. Tsutomu Hatano, Haruka Miyatake, Midori Natsume, Naomi Osakabe, Toshio Takizawa, Hideyuki Ito and Takashi Yoshida, Phytochemistry, April 2002, Volume 59, Issue 7, Pages 749–758, doi:10.1016/S0031-9422(02)00051-1
  2. Laplaze, L.; Gherbi, H.; Frutz, T.; Pawlowski, K.; Franche, C.; Macheix, J. J.; Auguy, F.; Bogusz, D.; Duhoux, E. (2002). "Flavan-Containing Cells Delimit Frankia Infected Compartments in Casuarina glauca Nodules". Nitrogen Fixation: From Molecules to Crop Productivity. Current Plant Science and Biotechnology in Agriculture. Vol. 38. p. 455. doi:10.1007/0-306-47615-0_254. ISBN 0-7923-6233-0.
Types of flavonoids
Flavonoids
Anthoxanthins
Flavones
Flavonols
Isoflavones
Neoflavonoids
Flavans
Flavan
Flavan-3-ols
(flavanols)
Flavan-4-ols
(flavanols)
Flavan-3,4-diols
Flavanones
Flavanonols
Anthocyanidins
3-deoxyanthocyanidins
3-hydroxyanthocyanidin
Aurones
Chalcones
Chalcones
Dihydrochalcone
Miscellaneous
Flavonoid biosynthesis
Flavans and their glycosides
Flavans
Glycosides
acetylated
Glucosyloxyflavans
Types of plant pigments
Betalains
Chlorophyll
Curcuminoids
Flavonoids
Carotenoids
Other
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