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| verifiedrevid = 440125457
| verifiedrevid = 440125457
| Name = Engeletin
| Name = Engeletin
| ImageFile = Engeletin.PNG
| ImageFile = Engeletin.svg
| ImageSize = 200px
| ImageSize = 200px
| ImageName = Chemical structure of engeletin
| ImageName = Chemical structure of engeletin
| ImageAlt = Chemical structure of engeletin
| ImageAlt = Chemical structure of engeletin
| IUPACName = (2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
| IUPACName = (2''R'',3''R'')-4′,5,7-Trihydroxy-3-(α-<small>L</small>-rhamnopyranosyloxy)flavan-4-one
| PIN = (2''R'',3''R'')-5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-{[(2''S'',3''R'',4''R'',5''R'',6''S'')-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4''H''-1-benzopyran-4-one
| OtherNames = [[dihydrokaempferol]] 3-[[rhamnoside]]<br>Engelitin
| OtherNames = [[dihydrokaempferol]] 3-[[rhamnoside]]<br>Engelitin
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
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}}
}}
|Section2={{Chembox Properties
|Section2={{Chembox Properties
| Formula = C<sub>21</sub>H<sub>22</sub>O<sub>10</sub>
| C=21 | H=22 | O=10
| MolarMass = 434.39 g/mol
| Appearance =
| Appearance =
| Density =
| Density =
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| MainHazards =
| MainHazards =
| FlashPt =
| FlashPt =
| AutoignitionPt =
| AutoignitionPt =
| RPhrases = <!-- {{R10}}, {{R23}}, {{R34}}, {{R50}} etc. -->
| GHS_ref = <!-- no GHS data found in PubChem Dec2021 -->
| SPhrases = <!-- {{S1/2}}, {{S9}}, {{S16}}, {{S26}}, {{S36/37/39}}, {{S45}}, {{S61}} etc. -->
}}
}}
}}
}}
'''Engeletin''' is a phenolic compound found in [[wine]]<ref>{{ cite journal | author = Trousdale, E. K.; Singleton, V. L. | title = Astilbin and Engeletin in Grapes and Wine | journal = Phytochemistry | year = 1983 | volume = 22 | issue = 2 | pages = 619–20 | doi = 10.1016/0031-9422(83)83072-6 }}</ref> and isolated from the bark of ''[[Hymenaea martiana]]''.<ref>{{ cite journal | author = Carneiro, E.; Calixto, J. B.; Monache‌, F. D.; Yunes, R. A. | title = Isolation, Chemical Identification and Pharmacological Evaluation of Eucryphin, Astilbin and Engelitin Obtained from the Bark of ''Hymenaea martiana'' | journal = Pharmaceutical Biology | year = 1993 | volume = 31 | issue = 1 | pages = 38–46 | doi = 10.3109/13880209309082916 }}</ref>
'''Engeletin''' is a [[flavanonol]] [[rhamnoside]], a phenolic compound found in [[wine]]<ref>{{ cite journal |author1=Trousdale, E. K. |author2=Singleton, V. L. | title = Astilbin and Engeletin in Grapes and Wine | journal = Phytochemistry | year = 1983 | volume = 22 | issue = 2 | pages = 619–20 | doi = 10.1016/0031-9422(83)83072-6 }}</ref> and isolated from the bark of ''[[Hymenaea martiana]]''.<ref>{{ cite journal |author1=Carneiro, E. |author2=Calixto, J. B. |author3=Monache‌, F. D. |author4=Yunes, R. A. | title = Isolation, Chemical Identification and Pharmacological Evaluation of Eucryphin, Astilbin and Engelitin Obtained from the Bark of ''Hymenaea martiana'' | journal = Pharmaceutical Biology | year = 1993 | volume = 31 | issue = 1 | pages = 38–46 | doi = 10.3109/13880209309082916 }}</ref>


== See also ==
== See also ==
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[[Category:Flavonoid rhamnosides]]
[[Category:Flavonoid rhamnosides]]



{{Natural-phenol-stub}}
{{aromatic-stub}}

Latest revision as of 01:23, 1 May 2023

Engeletin
Chemical structure of engeletin
Names
IUPAC name
(2R,3R)-4′,5,7-Trihydroxy-3-(α-L-rhamnopyranosyloxy)flavan-4-one
Preferred IUPAC name
(2R,3R)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-1-benzopyran-4-one
Other names
Identifiers
3D model (JSmol)
  • CC1C(C(C(C(O1)OC2C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)O
Properties
C21H22O10
Molar mass 434.397 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Engeletin is a flavanonol rhamnoside, a phenolic compound found in wine[1] and isolated from the bark of Hymenaea martiana.[2]

See also

[edit]

References

[edit]
  1. ^ Trousdale, E. K.; Singleton, V. L. (1983). "Astilbin and Engeletin in Grapes and Wine". Phytochemistry. 22 (2): 619–20. doi:10.1016/0031-9422(83)83072-6.
  2. ^ Carneiro, E.; Calixto, J. B.; Monache‌, F. D.; Yunes, R. A. (1993). "Isolation, Chemical Identification and Pharmacological Evaluation of Eucryphin, Astilbin and Engelitin Obtained from the Bark of Hymenaea martiana". Pharmaceutical Biology. 31 (1): 38–46. doi:10.3109/13880209309082916.


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