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Clitorin

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Clitorin
Names
IUPAC name
3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C33H40O19/c1-10-19(37)23(41)26(44)31(47-10)46-9-17-21(39)25(43)30(52-32-27(45)24(42)20(38)11(2)48-32)33(50-17)51-29-22(40)18-15(36)7-14(35)8-16(18)49-28(29)12-3-5-13(34)6-4-12/h3-8,10-11,17,19-21,23-27,30-39,41-45H,9H2,1-2H3/t10-,11-,17+,19-,20-,21+,23+,24+,25-,26+,27+,30+,31+,32-,33-/m0/s1
    Key: WRXVPTMENPZUIZ-QEZWUOJGSA-N
  • C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O)O)O)O)O
Properties
C33H40O19
Molar mass 740.664 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Clitorin is a natural product that is a kaempferol glycoside.

It has been found in Clitoria ternatea,[1][2] Saxifraga cuneifolia, Diospyros rhombifolia and Acalypha indica.

Dried papaya leaf juice contains about 0.7% clitorin.[3]


References

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  1. ^ Morita, Naokata; Arisawa, Munehisa; Nagase, Machiko; Hsu, Hongyen; Chen, Yuhpan (1977). "Studies on the Constituents of Formosan Leguminosae. I. : The Constituents in the Leaves of Clitoria ternatea L." Yakugaku Zasshi. 97 (6): 649–653. doi:10.1248/yakushi1947.97.6_649. PMID 925855.
  2. ^ "A Review on Clitoria ternatea(Linn.): Chemistry and Pharmacology". {{cite journal}}: Cite journal requires |journal= (help)
  3. ^ Mohd Abd Razak, Mohd Ridzuan; Norahmad, Nor Azrina; Md Jelas, Nur Hana; Afzan, Adlin; Mohmad Misnan, Norazlan; Mat Ripen, Adiratna; Thayan, Ravindran; Zainol, Murizal; Syed Mohamed, Ami Fazlin (21 April 2021). "Immunomodulatory Activities of Carica papaya L. Leaf Juice in a Non-Lethal, Symptomatic Dengue Mouse Model". Pathogens. 10 (5): 501. doi:10.3390/pathogens10050501. PMC 8170887. PMID 33919457.