A lysophospholipid
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1-Palmitoleoyl-2-hydroxy-sn-glycero-3-PC

Item No. 40522

Technical Information
Formal Name
(7R,18Z)-4,7-dihydroxy-N,N,N-trimethyl-10-oxo-3,5,9-trioxa-4-phosphapentacos-18-en-1-aminium, 4-oxide, inner salt
CAS Number
76790-27-7
Synonyms
  • 1-Hexadecenoyl-2-hydroxy-sn-glycero-3-PC
  • LPC(16:1)
  • 16:1 Lyso PC
  • PC(16:1/0:0)
Molecular Formula
C24H48NO7P
Formula Weight
Purity
≥98% (as a 9:1 mixture of the 1-acyl and 2-acyl)
Formulation
A 10 mg/ml solution in ethanol
Ethanol: Soluble
SMILES
O[C@@H](COP(OCC[N+](C)(C)C)([O-])=O)COC(CCCCCCC/C=C\CCCCCC)=O
InChi Code
InChI=1S/C24H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h10-11,23,26H,5-9,12-22H2,1-4H3/b11-10-/t23-/m1/s1
InChi Key
LFUDDCMNKWEORN-ZXEGGCGDSA-N
Side Chain Carbon Sum
16:1
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    1-Palmitoleoyl-2-hydroxy-sn-glycero-3-PC is a lysophospholipid. It increases cAMP production in human pancreatic β cells, an effect that can be blocked by the GPR55 antagonist CID-16020046 (Item No. 15247) or the GPR119 antagonist C8.1 1-Palmitoleoyl-2-hydroxy-sn-glycero-3-PC increases glucose-stimulated insulin secretion in the same cell type, an effect that can be reduced by CID-16020046 or C8.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Szustak, M., Korkus, E., Madaj, R., et alLysophosphatidylcholines enriched with cis and trans palmitoleic acid regulate insulin secretion via GPR119 receptor. ACS Med. Chem. Lett. 15(2), 197-204 (2024).