N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide is a macamide extracted from Maca (Lepidium meyenii Walp). N-(3-Methoxybenzyl)-(9Z,12Z,15Z) )-octadecatrienamide induces mesenchymal stem cells to generate bone secretions and other bone by activating the typical Wnt/β-catenin signaling failure. N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide may be utilized in the study of bone osteoporosis.

Physicochemical Properties

Molecular Formula	C26H39NO2
Molecular Weight	397.593367815018
Exact Mass	397.298
CAS #	883715-23-9
PubChem CID	73353637
Appearance	Colorless to light yellow liquid
Density	0.961±0.06 g/cm3
Boiling Point	562.1±50.0 °C at 760 mmHg
Flash Point	293.8±30.1 °C
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.516
LogP	7.44
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	16
Heavy Atom Count	29
Complexity	481
Defined Atom Stereocenter Count	0
SMILES	C(C1C=CC=C(OC)C=1)NC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC
InChi Key	XKHCEDYSKNATME-YSTUJMKBSA-N
InChi Code	InChI=1S/C26H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-26(28)27-23-24-19-18-20-25(22-24)29-2/h4-5,7-8,10-11,18-20,22H,3,6,9,12-17,21,23H2,1-2H3,(H,27,28)/b5-4-,8-7-,11-10-
Chemical Name	(9Z,12Z,15Z)-N-[(3-methoxyphenyl)methyl]octadeca-9,12,15-trienamide
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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

References	[1]. N-(3-methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide promotes bone formation via the canonical Wnt/β-catenin signaling . pathwayPhytother Res. 2019 Apr;33(4):1074-1083.
Additional Infomation	N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide has been reported in Lepidium meyenii with data available. See also: Lepidium meyenii root (part of).

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~251.52 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (6.29 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 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. Solubility in Formulation 2: ≥ 2.5 mg/mL (6.29 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 25.0 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: ≥ 2.5 mg/mL (6.29 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.5152 mL	12.5758 mL	25.1515 mL
	5 mM	0.5030 mL	2.5152 mL	5.0303 mL
	10 mM	0.2515 mL	1.2576 mL	2.5152 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.