| Identification | Back Directory | [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 | [CAS]
19416-87-6 | [Synonyms]
Isosaponin
isosaponarin
Isosaponaretin
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
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 | [Molecular Formula]
C27H30O15 | [MDL Number]
MFCD18427732 | [MOL File]
19416-87-6.mol | [Molecular Weight]
594.52 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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. |
| Spectrum Detail | Back Directory | [Spectrum Detail]
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)1HNMR
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