Diffutin

Diffutin  Chemical structure of diffutin

Names
IUPAC name

(2S)-2-(3,4-Dimethoxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-5-yl β-D-glucopyranoside

Systematic IUPAC name

(2S,3R,4S,5S,6R)-2-{[(2S)-2-(3,4-Dimethoxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Identifiers

CAS Number

* 89289-91-8 Y

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:4536 N

ChemSpider |

* 390804 Y

PubChem CID

* 442352

CompTox Dashboard (EPA)

* DTXSID301008743

InChI

* InChI=1S/C23H28O10/c1-29-15-5-3-11(7-18(15)30-2)14-6-4-13-16(31-14)8-12(25)9-17(13)32-23-22(28)21(27)20(26)19(10-24)33-23/h3,5,7-9,14,19-28H,4,6,10H2,1-2H3/t14-,19+,20+,21-,22+,23+/m0/s1 Y

Key: ZNWIOJJMPZWSQO-YRDUZITASA-N Y

SMILES

* c(c4)(c(OC)cc(c4)[C@@H](O3)CCc(c31)c(O[C@@H]([C@@H](O)2)OC(CO)[C@@H]([C@@H]2O)O)cc(O)c1)OC

Properties

Chemical formula

| C23H28O10
Molar mass | 464.467 g·mol−1

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)

Infobox references

Chemical compound

Diffutin is a flavan, a type of flavonoid. It can be found in Canscora diffusa[1] and in Hoppea dichotoma.[2]

## Metabolism

[edit]

Diffutin is a glucoside of diffutidin.[1]

## References

[edit]

1. ^ a b Shibnath Ghosal, Saini K. S. and Sinha B. N. (1983). "Diffutin, a new adaptogenic glucosyloxyflavan from Canscora diffusa". Journal of Chemical Research, Synopses (12).
2. ^ Ghosal, Shibnath; k. Jaiswal, Dinesh; k. Singh, Sushil; s. Srivastava, Radhey (1985). "Dichotosin and dichotosinin, two adaptogenic glucosyloxy flavans from Hoppea dichotoma". Phytochemistry. 24 (4): 831–833\. Bibcode:1985PChem..24..831G. doi:10.1016/S0031-9422(00)84903-1.

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Flavans and their glycosides

Flavans|

* Apigeniflavan
* Diffutidin
* 4'-Hydroxy-5,7-dimethoxy-8-methylflavan
* 5,7,4'-Trimethoxyflavan

Glycosides|

* Diffutin

acetylated|

* Hildgardtene
* Tephrowatsin B

Glucosyloxyflavans|

* Dichotosin
* Dichotosinin

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