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MedKoo Cat#: 592958 | Name: Aromadendrin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Aromadendrin inhibits protein kinase C; the dihydro makes it a flavone rather than a flavonol.

Chemical Structure

Aromadendrin
CAS#480-20-6

Theoretical Analysis

MedKoo Cat#: 592958

Name: Aromadendrin

CAS#: 480-20-6

Chemical Formula: C15H12O6

Exact Mass: 288.0634

Molecular Weight: 288.26

Elemental Analysis: C, 62.50; H, 4.20; O, 33.30

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 650.00 2 Weeks
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Related CAS #
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Synonym
Aromadendrin; (+)-Aromadendrin; (+) Aromadendrin; (+)-Dihydrokaempferol; (+) Dihydrokaempferol; Dihydrokaempferol; Katuranin; trans-Dihydrokaempferol; trans Dihydrokaempferol;
IUPAC/Chemical Name
(2R,3R)-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
InChi Key
PADQINQHPQKXNL-LSDHHAIUSA-N
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+/m0/s1
SMILES Code
O=C1[C@H](O)[C@@H](C2=CC=C(O)C=C2)OC3=CC(O)=CC(O)=C13
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
A flavone with diverse biological activities.
In vitro activity:
To evaluate whether pre-treatment with aromadendrin protects neuronal cells from METH-induced cytotoxicity, cell viability was assessed by MTT assay in SH-SY5y cells pre-treated with aromadendrin for 1 h and exposed to 2 mM METH for 24 h. Figure 3C shows that pre-treatment with 20 μM aromadendrin relatively increased the viability of SH-SY5y cells exposed to 2 mM METH (df = 17, p < 0.05 versus METH-treated). In addition, the increase in the viability of the pre-treated cells was in a dose-dependent manner. Differential interference contrast (DIC) images obtained by the IncuCyte® imaging system confirmed that the confluency of SH-SY5y neuronal cells was augmented by pre-treatment with aromadendrin in 2 mM METH-exposed condition (df = 11, p < 0.05 versus METH-treated). These results demonstrate that METH exposure induces neuronal cytotoxicity, but pre-treatment with aromadendrin suppresses the cytotoxicity induced by METH exposure. Reference: Int J Mol Sci. 2021 Mar; 22(5): 2274. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7956189/
In vivo activity:
MDA as a lipid peroxidation marker, was increased over 3 folds in TAC-treated mice hearts. The increase was effectively suppressed by ARO (Aromadendrin) in vivo (Fig. 3A). Another lipid peroxidation marker 4-HNE was increased after TAC procedures, and ARO down-regulated this trend (Fig. 3B and C). Likewise, the GSH/GSSG ratio is an important anti-antioxidant marker. Herein, this study noticed a reduced GSH/GSSG ratio in TAC-treated mice and ARO restored the decrease (Fig. 3D) in vivo. The cell-permeant DCF-DA assay confirmed that ARO had no effects on the ROS under basal condition, while substantially decrease of ROS formation after PE treatment in a concentration-related pattern (Fig. 3E). Reference: Biochem Biophys Res Commun. 2018 Dec 2;506(4):805-811. https://pubmed.ncbi.nlm.nih.gov/30389139/
Solvent mg/mL mM comments
Solubility
DMSO 2.9 10.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 288.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Lee HS, Kim EN, Jeong GS. Aromadendrin Protects Neuronal Cells from Methamphetamine-Induced Neurotoxicity by Regulating Endoplasmic Reticulum Stress and PI3K/Akt/mTOR Signaling Pathway. Int J Mol Sci. 2021 Feb 25;22(5):2274. doi: 10.3390/ijms22052274. PMID: 33668860; PMCID: PMC7956189. 2. Lee HS, Jeong GS. Aromadendrin Inhibits T Cell Activation via Regulation of Calcium Influx and NFAT Activity. Molecules. 2020 Oct 8;25(19):4590. doi: 10.3390/molecules25194590. PMID: 33050076; PMCID: PMC7582607. 3. Cui S, Cui Y, Li Y, Zhang Y, Wang H, Qin W, Chen X, Ding S, Wu D, Guo H. Inhibition of cardiac hypertrophy by aromadendrin through down-regulating NFAT and MAPKs pathways. Biochem Biophys Res Commun. 2018 Dec 2;506(4):805-811. doi: 10.1016/j.bbrc.2018.10.143. Epub 2018 Oct 30. PMID: 30389139. 4. Lee JW, Kim NH, Kim JY, Park JH, Shin SY, Kwon YS, Lee HJ, Kim SS, Chun W. Aromadendrin Inhibits Lipopolysaccharide-Induced Nuclear Translocation of NF-κB and Phosphorylation of JNK in RAW 264.7 Macrophage Cells. Biomol Ther (Seoul). 2013 May 30;21(3):216-21. doi: 10.4062/biomolther.2013.023. PMID: 24265867; PMCID: PMC3830120.
In vitro protocol:
1. Lee HS, Kim EN, Jeong GS. Aromadendrin Protects Neuronal Cells from Methamphetamine-Induced Neurotoxicity by Regulating Endoplasmic Reticulum Stress and PI3K/Akt/mTOR Signaling Pathway. Int J Mol Sci. 2021 Feb 25;22(5):2274. doi: 10.3390/ijms22052274. PMID: 33668860; PMCID: PMC7956189. 2. Lee HS, Jeong GS. Aromadendrin Inhibits T Cell Activation via Regulation of Calcium Influx and NFAT Activity. Molecules. 2020 Oct 8;25(19):4590. doi: 10.3390/molecules25194590. PMID: 33050076; PMCID: PMC7582607.
In vivo protocol:
1. Cui S, Cui Y, Li Y, Zhang Y, Wang H, Qin W, Chen X, Ding S, Wu D, Guo H. Inhibition of cardiac hypertrophy by aromadendrin through down-regulating NFAT and MAPKs pathways. Biochem Biophys Res Commun. 2018 Dec 2;506(4):805-811. doi: 10.1016/j.bbrc.2018.10.143. Epub 2018 Oct 30. PMID: 30389139. 2. Lee JW, Kim NH, Kim JY, Park JH, Shin SY, Kwon YS, Lee HJ, Kim SS, Chun W. Aromadendrin Inhibits Lipopolysaccharide-Induced Nuclear Translocation of NF-κB and Phosphorylation of JNK in RAW 264.7 Macrophage Cells. Biomol Ther (Seoul). 2013 May 30;21(3):216-21. doi: 10.4062/biomolther.2013.023. PMID: 24265867; PMCID: PMC3830120.
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The Reaumuria trigyna leucoanthocyanidin dioxygenase (RtLDOX) gene complements anthocyanidin synthesis and increases the salt tolerance potential of a transgenic Arabidopsis LDOX mutant. Plant Physiol Biochem. 2016 Sep;106:278-87. doi: 10.1016/j.plaphy.2016.05.005. Epub 2016 May 11. PubMed PMID: 27219053. 5: Ango PY, Kapche DW, Fotso GW, Fozing CD, Yeboah EM, Mapitse R, Demirtas I, Ngadjui BT, Yeboah SO. Thonningiiflavanonol A and thonningiiflavanonol B, two novel flavonoids, and other constituents of Ficus thonningii Blume (Moraceae). Z Naturforsch C. 2016 Mar;71(3-4):65-71. doi: 10.1515/znc-2015-0147. PubMed PMID: 26959540. 6: Abdallah HM, El-Bassossy H, Mohamed GA, El-Halawany AM, Alshali KZ, Banjar ZM. Phenolics from Garcinia mangostana Inhibit Advanced Glycation Endproducts Formation: Effect on Amadori Products, Cross-Linked Structures and Protein Thiols. Molecules. 2016 Feb 22;21(2):251. doi: 10.3390/molecules21020251. 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