A flavone with diverse biological activities
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Aromadendrin

Item No. 33402

Technical Information
Formal Name
(2R,3R)-2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
480-20-6
Synonyms
  • (+)-Aromadendrin
  • (+)-Dihydrokaempferol
  • Dihydrokaempferol
  • trans-Dihydrokaempferol
Molecular Formula
C15H12O6
Formula Weight
Purity
≥98%
A crystalline solid
λmax
214, 292 nm
SMILES
OC1=C2C(O[C@H]([C@@H](C2=O)O)C3=CC=C(O)C=C3)=CC(O)=C1
InChi Code
InChI=1S/C15H12O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,14-18,20H/t14-,15+/m1/s1
InChi Key
PADQINQHPQKXNL-CABCVRRESA-N
Origin
Plant/Kaempferia galanga
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Aromadendrin is a flavone that has been found in J. chinensis and has diverse biological activities.1,2,3,4 It scavenges DPPH (Item No. 14805) radicals (IC50 = 2.21 µM) and inhibits acetylcholinesterase (AChE; IC50 = 35.43 µM), but not butyrylcholinesterase (BChE) and β-secretase 1 (BACE1; IC50s = >200 µM), in cell-free assays.1,2 Aromadendrin inhibits the growth of BT474 breast, ChaGo-K-1 lung, HepG2 liver, KATO III gastric, and SW620 colon cancer cells (IC50s = 11.66, 12.32, 13.67, 39.79, and 41.11 µM, respectively).1 It prevents cytokine production in anti-CD3 and anti-CD28-stimulated T cells in a concentration-dependent manner.3 Aromadendrin reduces pancreatic damage in a mouse model of caerulin and LPS-induced severe acute pancreatitis in a dose-dependent manner.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chunhakant, S., and Chaicharoenpong, C. Antityrosinase, antioxidant, and cytotoxic activities of phytochemical constituents from Manilkara zapota L. bark. Molecules 24(15), 2798 (2019).

    2. Jung, H.J., Jung, H.A., Min, B.-S., et alAnticholinesterase and β-site amyloid precursor protein cleaving enzyme 1 inhibitory compounds from the heartwood of Juniperus chinensis. Chem. Pharm. Bull. (Tokyo) 63(11), 955-960 (2015).

    3. Lee, H.-S., and Jeong, G.-S. Aromadendrin inhibits T cell activation via regulation of calcium influx and NFAT activity. Molecules 25(19), 4590 (2020).

    4. Liang, X., Hu, C., Liu, C., et alDihydrokaempferol (DHK) ameliorates severe acute pancreatitis (SAP) via Keap1/Nrf2 pathway. Life Sci. 261, 118340 (2020).