4-Hydroxyderricin is one of the main active ingredients of Ashitaba and is a potent and specific MAO-B (monoamine oxidase inhibitor) inhibitor (antagonist) with IC50 of 3.43 μM. 4-Hydroxyderricin can mildly inhibit DBH (dopamine beta-hydroxylase) activity. 4-Hydroxyderricin has antidepressant activity.

Physicochemical Properties

Molecular Formula	C21H22O4
Molecular Weight	338.40
Exact Mass	338.152
CAS #	55912-03-3
PubChem CID	6438503
Appearance	Light yellow to yellow solid powder
Density	1.181g/cm3
Boiling Point	542ºC at 760mmHg
Melting Point	136-137℃
Flash Point	190.8ºC
Index of Refraction	1.622
LogP	4.511
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Heavy Atom Count	25
Complexity	484
Defined Atom Stereocenter Count	0
SMILES	CC(=CCC1=C(C=CC(=C1O)C(=O)/C=C/C2=CC=C(C=C2)O)OC)C
InChi Key	XDKYBPGIBVMHHB-KPKJPENVSA-N
InChi Code	InChI=1S/C21H22O4/c1-14(2)4-10-18-20(25-3)13-11-17(21(18)24)19(23)12-7-15-5-8-16(22)9-6-15/h4-9,11-13,22,24H,10H2,1-3H3/b12-7+
Chemical Name	(E)-1-[2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	IC50: 3.43 μM (MAO-B)[1]
References	[1]. Xanthoangelol and 4-Hydroxyderricin Are the Major Active Principles of the Inhibitory Activities against Monoamine Oxidases on Angelica keiskei K. Biomol Ther (Seoul). 2013 May 30;21(3):234-40.
Additional Infomation	4-Hydroxyderricin is a member of chalcones. 4-Hydroxyderricin has been reported in Millettia dura, Angelica keiskei, and Sophora prostrata with data available. See also: Angelica keiskei top (part of); Angelica keiskei root (part of).

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (295.51 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (7.39 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 + to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.9551 mL	14.7754 mL	29.5508 mL
	5 mM	0.5910 mL	2.9551 mL	5.9102 mL
	10 mM	0.2955 mL	1.4775 mL	2.9551 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.