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S-1 Methanandamide ((S)-Methanandamide) 157182-50-8

S-1 Methanandamide ((S)-Methanandamide) 157182-50-8

CAS No.: 157182-50-8

S-1 Methanandamide ((S)-Methanandamide) is an Anandamide analogue and a CB1 receptor ligand with a Ki of 173 nM. S-1 Met
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S-1 Methanandamide ((S)-Methanandamide) is an Anandamide analogue and a CB1 receptor ligand with a Ki of 173 nM. S-1 Methanandamide inhibits electrically induced twitching responses in the vas deferens of mice with IC50 of 230 nM.

Physicochemical Properties


Molecular Formula C23H39NO2
Molecular Weight 361.56
Exact Mass 361.298
CAS # 157182-50-8
PubChem CID 5283423
Appearance Colorless to light yellow liquid
Density 0.9±0.1 g/cm3
Boiling Point 529.0±50.0 °C at 760 mmHg
Flash Point 273.8±30.1 °C
Vapour Pressure 0.0±3.2 mmHg at 25°C
Index of Refraction 1.501
LogP 6.01
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 16
Heavy Atom Count 26
Complexity 436
Defined Atom Stereocenter Count 1
SMILES

CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N[C@H](CO)C)=O

InChi Key SQKRUBZPTNJQEM-AQNSPSBUSA-N
InChi Code

InChI=1S/C23H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(26)24-22(2)21-25/h7-8,10-11,13-14,16-17,22,25H,3-6,9,12,15,18-21H2,1-2H3,(H,24,26)/b8-7-,11-10-,14-13-,17-16-/t22-/m0/s1
Chemical Name

(5Z,8Z,11Z,14Z)-N-[(2S)-1-hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide
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


References

[1]. (R)-methanandamide: a chiral novel anandamide possessing higher potency and metabolic stability. J Med Chem. 1994 Jun 10;37(12):1889-93.

Additional Infomation S-1 methanandamide is a carboximidic acid.

Solubility Data


Solubility (In Vitro) DMSO: 100 mg/mL (276.58 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (6.91 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 (6.91 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7658 mL 13.8290 mL 27.6579 mL
5 mM 0.5532 mL 2.7658 mL 5.5316 mL
10 mM 0.2766 mL 1.3829 mL 2.7658 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.