An endogenous lipid with bone anabolic activity
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Isomer(s)
37689GK241
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N-Oleoyl-L-Serine

Item No. 13058

Technical Information
Formal Name
(S)-3-hydroxy-2-oleamidopropanoic acid
CAS Number
107743-37-3
Molecular Formula
C21H39NO4
Formula Weight
Purity
≥98%
A 10 mg/ml solution in ethanol
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlEthanol:PBS pH 7.2 (1:1): 0.5 mg/ml
SMILES
CCCCCCCC/C=C\CCCCCCCC(N[C@H](C(O)=O)CO)=O
InChi Code
InChI=1S/C21H39NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(24)22-19(18-23)21(25)26/h9-10,19,23H,2-8,11-18H2,1H3,(H,22,24)(H,25,26)/b10-9-
InChi Key
MBDKGXAMSZIDKF-KTKRTIGZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Bone mass and shape is continuously remodeled by the concerted and balanced action of osteoblasts (bone forming cells) and osteoclasts (bone-resorbing cells). The endocannabinoid system plays an essential role in the maintenance of normal bone mass via signaling through the CB2 receptor.1 N-Oleoyl-L-serine is an endogenous lipid that has been reported to stimulate bone formation and to inhibit bone resorption.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bab, I., and Zimmer, A. Cannabinoid receptors and the regulation of bone mass. Br. J. Pharmacol. 153(2), 182-188 (2008).

    2. Mechoulam, R., and Bab, I. An endogenous lipid with novel bone anabolic activity in vivo. Int. Cannabinoid Res. Soc. (2008).