Chebulinic acid

Last updated
Chebulinic acid
Chebulinic acid.svg
Names
Other names
1,3,6-Tri-O-galloyl-2,4-chebuloyl-β-D-glucopyranoside [1]
Identifiers
3D model (JSmol)
ChEMBL
PubChem CID
UNII
  • InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49, 50)/t14-,22+,24-,30-,31+,33-,34+,41-/m0/s1
    Key: YGVHOSGNOYKRIH-FJPMMHPYSA-N
  • C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C3C(C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C(C(C(=O)O3)CC(=O)O)C(C(=O)O6)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
Properties
C41H32O27
Molar mass 956.680 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Chebulinic acid is an ellagitannin found in the seeds of Euphoria longana , in the fruits of Terminalia chebula [2] or in the leaves of T. macroptera .

Related Research Articles

<i>Triphala</i> Ayurvedic herbal medicinal

Triphala is an Ayurvedic herbal rasayana formula consisting of equal parts of three myrobalans, taken without seed: Amalaki, Bibhitaki, and Haritaki. It contains vitamin C.

<i>Terminalia</i> (plant) Genus of flowering plants

Terminalia is a genus of large trees of the flowering plant family Combretaceae, comprising nearly 300 species distributed in tropical regions of the world. The genus name derives from the Latin word terminus, referring to the fact that the leaves appear at the very tips of the shoots.

The common name myrobalan can refer to several unrelated fruit-bearing plant species:

<i>Terminalia chebula</i> Species of flowering plant

Terminalia chebula, commonly known as black- or chebulic myrobalan, is a species of Terminalia, native to South Asia from India and Nepal east to southwest China (Yunnan), and south to Sri Lanka, Malaysia, and Vietnam.

Chebulagic acid Chemical compound

Chebulagic acid is a benzopyran tannin and an antioxidant that has many potential uses in medicine.

Ethyl gallate Chemical compound

Ethyl gallate is a food additive with E number E313. It is the ethyl ester of gallic acid. Ethyl gallate is added to food as an antioxidant.

A hydrolyzable tannin or pyrogallol-type tannin is a type of tannin that, on heating with hydrochloric or sulfuric acids, yields gallic or ellagic acids.

Terflavin B Chemical compound

Terflavin B is an ellagitannin, a type of hydrolysable tannin. It can be found in Myrobalanus chebula, the black chebulic, and in Terminalia catappa, the Indian almond.

Ketapangia leucochorda is a moth of the family Gracillariidae. It is known from India, Japan and Kiribati.

Acrocercops niphocremna is a moth of the family Gracillariidae, known from Maharashtra, India. It was described by Edward Meyrick in 1932. The hostplant for the species is Terminalia chebula.

1,3,6-Trigalloyl glucose Chemical compound

1,3,6-Trigalloyl glucose is a gallotannin. It can be found in Paeonia lactiflora and Terminalia chebula.

Chebulic acid Chemical compound

Chebulic acid is a phenolic compound isolated from the ripe fruits of Terminalia chebula.

Chebulic may refer to:

Pomegranate ellagitannin Ellagitannins found in the pomegranate fruit

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<i>Terminalia myriocarpa</i> Species of tree

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Maximilian Nierenstein was a professor of biochemistry at the University of Bristol.

Luteic acid Chemical compound

Luteic acid is a natural phenol found in numerous fruits. It is a monolactonized tergalloyl group. Maximilian Nierenstein showed in 1945 that luteic acid was a molecule present in the myrobalanitannin, a tannin found in the fruit of Terminalia chebula and is an intermediary compound in the synthesis of ellagic acid. It can form from hexahydroxydiphenic acid. It is also present in the structure of the tannins alnusiin and bicornin.

<i>Terminalia macroptera</i> Species of flowering plant

Terminalia macroptera is a species of flowering plant in the Combretaceae known by the Hausa common name kwandari. It is native to Africa, where it can be found in Benin, Burkina Faso, Ghana, Senegal, Sudan, Uganda, and Nigeria.

Churna is a mixture of powdered herbs and or minerals used in Ayurvedic medicine. Triphala is an example of a classic Ayurvedic formula, used for thousands of years that is made from the powders of three fruits Amalaki, Haritaki and Bibhitaki.

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Mesir Macunu is a traditional Turkish sweet that has therapeutic effects. Mesir paste was first produced as a medicine during the Ottoman period, but later became an important part of local festivities in the city of Manisa. Earlier versions of Mesir macunu were not sweet, but rather spicy in flavor.

References

  1. Karel D. Klika, Ammar Saleem, Jari Sinkkonen, Marja Kähkönen, Jyrki Loponen, Petri Tähtinen and Kalevi Pihlaja (2004). "The structural and conformational analyses and antioxidant activities of chebulinic acid and its thrice-hydrolyzed derivative, 2,4-chebuloyl-β-D-glucopyranoside, isolated from the fruit of Terminalia chebula". Arkivoc. vii: 83–105.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. Han, Quanbin; Song, Jingzheng; Qiao, Chunfeng; Wong, Lina; Xu, Hongxi (2006). "Preparative isolation of hydrolysable tannins chebulagic acid and chebulinic acid from Terminalia chebula by high-speed counter-current chromatography". Journal of Separation Science. 29 (11): 1653–1657. doi:10.1002/jssc.200600089. PMID   16922284.