N-Caffeoyl O-methyltyramine is a type of alkaloid extracted from Cuscuta reflexa. It has strong inhibitory effect against α-glucosidase (IC50 is 103.58 μM).

Physicochemical Properties

Molecular Formula	C18H19NO4
Molecular Weight	313.35
Exact Mass	313.131
CAS #	189307-47-9
PubChem CID	10403282
Appearance	White to off-white solid powder
Density	1.2±0.1 g/cm3
Boiling Point	603.4±55.0 °C at 760 mmHg
Flash Point	318.7±31.5 °C
Vapour Pressure	0.0±1.8 mmHg at 25°C
Index of Refraction	1.636
LogP	2.44
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Heavy Atom Count	23
Complexity	391
Defined Atom Stereocenter Count	0
SMILES	COC1=CC=C(C=C1)CCNC(=O)/C=C/C2=CC(=C(C=C2)O)O
InChi Key	JRKPLTBLTYEYJJ-WEVVVXLNSA-N
InChi Code	InChI=1S/C18H19NO4/c1-23-15-6-2-13(3-7-15)10-11-19-18(22)9-5-14-4-8-16(20)17(21)12-14/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+
Chemical Name	(E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]prop-2-enamide
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: 103.58 μM (α-glucosidase)[1]
References	[1]. Alpha-glucosidase inhibitory constituents from Cuscuta reflexa. Chem Pharm Bull (Tokyo). 2002 Jan;50(1):112-4.
Additional Infomation	Cuscuta propenamide 1 is an enamide obtained by the formal condensation of 4-methoxyphenylethylamine with trans-caffeic acid. It is isolated from Cuscuta reflexa and displays strong inhibitory activity against alpha-glucosidase (EC 3.2.1.20). It has a role as a metabolite and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is an enamide, a member of catechols, a monomethoxybenzene and a secondary carboxamide. It is functionally related to a trans-caffeic acid and a 4-methoxyphenylethylamine. Cuscuta propenamide 1 has been reported in Cuscuta reflexa, Fissistigma oldhamii, and Microcos paniculata with data available.

Solubility Data

Solubility (In Vitro)

DMSO: 250 mg/mL (797.83 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (6.64 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 20.8 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.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.1913 mL	15.9566 mL	31.9132 mL
	5 mM	0.6383 mL	3.1913 mL	6.3826 mL
	10 mM	0.3191 mL	1.5957 mL	3.1913 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.