Sapienic acid sodium is a fatty acid commonly found in the skin and mucous membranes with variable antimicrobial effect against Gram-positive (Gram+) and Gram-negative (Gram-) bacteria found on the skin and oral cavity. Sapienic acid sodium has activivty against Streptococcus sanguinis, Streptococcus microbium and Clostridium nucleatum, with MBC values of 31.3 μg/mL, 375.0 μg/mL and 93.8 μg/mL respectively.

Physicochemical Properties

Molecular Formula	C16H29NAO2
Molecular Weight	276.390036344528
Exact Mass	276.206
CAS #	217477-25-3
Related CAS #	Sapienic acid;17004-51-2
PubChem CID	146014461
Appearance	Off-white to light yellow ointment
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	13
Heavy Atom Count	19
Complexity	215
Defined Atom Stereocenter Count	0
SMILES	CCCCCCCCC/C=C\CCCCC(=O)[O-].[Na+]
InChi Key	MTXLIDQLSMYYRU-GMFCBQQYSA-M
InChi Code	InChI=1S/C16H30O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18;/h10-11H,2-9,12-15H2,1H3,(H,17,18);/q;+1/p-1/b11-10-;
Chemical Name	sodium;(Z)-hexadec-6-enoate
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, avoid exposure to moisture.
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

Sapienic acid is active against Streptococcus sanguinis, Streptococcus mitis, and Fusobacterium nucleatum; however, it is inactive against Salmonella marcescens, Pseudomonas aeruginosa, Escherichia coli, Corynebacterium bovis inactive, Corynebacterium striatum, and Corynebacterium jeckii (with a minimum bactericidal concentration (MBC) of 31.3 to 375.0 μg/mL). According to kinetic studies, sapienic acid gradually kills Streptococcus sanguinis and Streptococcus mitis over the course of 24 hours [1].

References

[1]. Antibacterial activity of sphingoid bases and fatty acids against Gram-positive and Gram-negative bacteria. Antimicrob Agents Chemother. 2012 Mar;56(3):1157-61.

Solubility Data

Solubility (In Vitro)

Ethanol : ~33.33 mg/mL (~120.59 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (9.05 mM) (saturation unknown) in 10% EtOH + 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 EtOH 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 (9.05 mM) (saturation unknown) in 10% EtOH + 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 EtOH 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 (9.05 mM) (saturation unknown) in 10% EtOH + 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 EtOH 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	3.6181 mL	18.0904 mL	36.1808 mL
	5 mM	0.7236 mL	3.6181 mL	7.2362 mL
	10 mM	0.3618 mL	1.8090 mL	3.6181 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.