Hordenine (Ordenina; Peyocactine) is a naturally occuring phenylethylamine alkaloid found in plants with antibacterial and antibiotic properties. It inhibits the uptake of norepinephrine in mammals, working as a stimulant. It is produced in nature by several varieties of plants in the family Cactaceae and by some in Acacia. Recent study shows that hordenine may be an effective inhibitor of hyperpigmentation. it inhibits melanogenesis by suppressing cAMP production, which is involved in the expression of melanogenesis-related proteins

Physicochemical Properties

Molecular Formula	C10H15NO
Molecular Weight	165.23
Exact Mass	165.115
Elemental Analysis	C, 72.69; H, 9.15; N, 8.48; O, 9.68
CAS #	539-15-1
Related CAS #	Hordenine-d6;1346598-66-0
PubChem CID	68313
Appearance	Off-white to light yellow solid powder
Density	1.0±0.1 g/cm3
Boiling Point	270.2±23.0 °C at 760 mmHg
Melting Point	117.5 °C
Flash Point	123.5±21.3 °C
Vapour Pressure	0.0±0.6 mmHg at 25°C
Index of Refraction	1.542
LogP	1.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Heavy Atom Count	12
Complexity	117
Defined Atom Stereocenter Count	0
SMILES	O([H])C1C([H])=C([H])C(=C([H])C=1[H])C([H])([H])C([H])([H])N(C([H])([H])[H])C([H])([H])[H]
InChi Key	KUBCEEMXQZUPDQ-UHFFFAOYSA-N
InChi Code	InChI=1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3
Chemical Name	4-[2-(dimethylamino)ethyl]phenol
Synonyms	Ordenina; Peyocactine
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
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

ln Vitro	Hordenine (N,N-dimethyl-4-hydroxyphenylethylamine) is a phenylethylamine alkaloid with antibacterial and antibiotic properties. It inhibits the uptake of norepinephrine in mammals, working as a stimulant. It is produced in nature by several varieties of plants in the family Cactaceae and by some in Acacia. Recent study shows that hordenine may be an effective inhibitor of hyperpigmentation. it inhibits melanogenesis by suppressing cAMP production, which is involved in the expression of melanogenesis-related proteins.
ln Vivo
Animal Protocol
References	[1]. Hordenine, a single compound produced during barley germination, inhibits melanogenesis in human melanocytes. Food Chem. 2013 Nov 1;141(1):174-81.
Additional Infomation	Hordenine is a phenethylamine alkaloid. It has a role as a human metabolite and a mouse metabolite. Hordenine has been reported in Laurencia pinnatifida, Senegalia berlandieri, and other organisms with data available. See also: Hordenine hydrochloride (is active moiety of); Selenicereus grandiflorus stem (part of).

Solubility Data

Solubility (In Vitro)

DMSO : 33~250 mg/mL ( 199.72~1513.04 mM ) Ethanol : ~33 mg/mL

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 6.25 mg/mL (37.83 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 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 62.5 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. Solubility in Formulation 2: ≥ 6.25 mg/mL (37.83 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 62.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 6.25 mg/mL (37.83 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 62.5 mg/mL clear DMSO stock solution to 900 μL corn oil and mix evenly. Solubility in Formulation 4: 10% DMSO+40% PEG300+5% Tween-80+45% Saline: ≥ 6.25 mg/mL (37.83 mM)  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	6.0522 mL	30.2608 mL	60.5217 mL
	5 mM	1.2104 mL	6.0522 mL	12.1043 mL
	10 mM	0.6052 mL	3.0261 mL	6.0522 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.