5,7-dihydroxy-6-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)ox an-2-yl]-2-[4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan -2-yl]oxyphenyl]chromen-4-one
5,7-dihydroxy-6-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)ox an-2-yl]-2-[4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan -2-yl]oxyphenyl]chromen-4-one Basic information
- Product Name:
- 5,7-dihydroxy-6-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)ox an-2-yl]-2-[4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan -2-yl]oxyphenyl]chromen-4-one
- Synonyms:
-
- 5,7-dihydroxy-6-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)ox an-2-yl]-2-[4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan -2-yl]oxyphenyl]chromen-4-one
- isosaponarin
- Isosaponaretin
- Isosaponin
- (1S)-1,5-Anhydro-1-{2-[4-(β-D-glucopyranosyloxy)phenyl]-5,7-dihyd roxy-4-oxo-4H-chromen-6-yl}-D-glucitol
- 4H-1-Benzopyran-4-one,6-b-D-glucopyranosyl-2-[4-(b-D-glucopyranosyloxy)phenyl]-5,7-dihydroxy-
- 4H-1-Benzopyran-4-one, 6-β-D-glucopyranosyl-2-[4-(β-D-glucopyranosyloxy)phenyl]-5,7-dihydroxy-
- (1S)-1,5-Anhydro-1-{2-[4-(β-D-glucopyranosyloxy)phenyl]-5,7-dihyd roxy-4-oxo-4H-chromen-6-yl}-D-glucitol
- CAS:
- 19416-87-6
- MF:
- C27H30O15
- MW:
- 594.52
- Mol File:
- 19416-87-6.mol
5,7-dihydroxy-6-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)ox an-2-yl]-2-[4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan -2-yl]oxyphenyl]chromen-4-one Chemical Properties
- Boiling point:
- 970.8±65.0 °C(Predicted)
- Density
- 1.723±0.06 g/cm3 (20 ºC 760 Torr)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- powder
- pka
- 5.91±0.40(Predicted)
- color
- Yellow
5,7-dihydroxy-6-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)ox an-2-yl]-2-[4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan -2-yl]oxyphenyl]chromen-4-one Usage And Synthesis
Chemical Properties
Yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from Vaccaria segetalis.
Uses
Isosaponarin is a flavone glycoside isolated from wasabi leaves. Isosaponarin is a P4HA2 enzymatic agonist. Isosaponarin increases collagen synthesis via up-regulated TGF-β type II receptor (TβR-II) and prolyl 4-hydroxylase (P4H) proteins production, promoting skin health and wound healing. Isosaponarin-rich plants exhibit strong antimicrobial, antioxidant, anti-hyaluronidase, antiplatelet, anti-atopic dermatitis, and anti-tumor effects[1][2][3][4][5].
in vivo
Isosaponarin (50 mg/kg; p.o.; once) is intestinally metabolized to Isovitexin (HY-N0773), most of which are excreted in feces without being absorbed in female ICR mice (6 weeks old)[5].
target
TGF-β/Smad
References
[1] Masashi Nagai, et al. The effect of isosaponarin isolated from wasabi leaf on collagen synthesis in human fibroblasts and its underlying mechanism. J Nat Med. 2010 Jul;64(3):305-12. DOI:10.1007/s11418-010-0412-y
[2] Lu CW, et al. The Effect of Isosaponarin Derived from Wasabi Leaves on Glutamate Release in Rat Synaptosomes and Its Underlying Mechanism. Int J Mol Sci. 2022 Aug 6;23(15):8752. DOI:10.3390/ijms23158752
[3] Kaynat Firdos et al. Harnessing isosaponarin: A multifaceted bioactive and therapeutic potential compound from nature. Biol. Biomed. J. (2025) Vol. 3, Issue (2) Pages 1-12.
[4] Chi Z, et al. P4HA2 promotes proliferation, invasion, and metastasis through regulation of the PI3K/AKT signaling pathway in oral squamous cell carcinoma. Sci Rep. 2024 Jul 1;14(1):15023. DOI:10.1038/s41598-024-64264-5
[5] Hashimoto, et al. Dietary Isosaponarin is Intestinally Metabolized to Isovitexin, Most of Which are Excreted in Feces without Being Absorbed. Asian Journal of Food Research and Nutrition,2(3):104-116.
5,7-dihydroxy-6-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)ox an-2-yl]-2-[4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan -2-yl]oxyphenyl]chromen-4-oneSupplier
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5,7-dihydroxy-6-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)ox an-2-yl]-2-[4-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan -2-yl]oxyphenyl]chromen-4-one(19416-87-6)Related Product Information
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