Stearda

Stearda is an endogenous fatty acid amide composed of the catecholamine dopamine (Cay-36532, Cay-21992) conjugated to the long-chain saturated fatty acid stearic acid (Cay-10011298). It is an inhibitor of 5-lipoxygenase (5-LO, IC50 = 16 nM). Stearda is cytotoxic to K562 chronic myeloid leukemia cells, HOS osteosarcoma fibroblasts, and IMR-32 neuroblastoma cells but not MCF-7 breast cancer cells (IC50s = 36.8, 15, 1.5, and >100 µM, respectively). It potentiates calcium influx induced by the arachidonoyl amino acid and cannabinoid 1 (CB1) receptor agonist N-arachidonoyl dopamine (NADA, Cay-90057) in HEK293 cells expressing human transient receptor potential vanilloid 6 (TRPV6) when used at concentrations of 1 or 10 µM. In vivo, stearda (0.1 mg/ml per paw), in combination with NADA, decreases latency to paw withdrawal in the hot plate test in rats.Formal Name: N-[2-(3,4-dihydroxyphenyl)ethyl]-octadecanamide. CAS Number: 105955-10-0. Synonyms: N-octadecanoyl Dopamine, N-Stearoyl Dopamine. Molecular Formula: C26H45NO3. Formula Weight: 419.6. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: Slightly soluble, DMSO: Soluble, Methanol: Slightly soluble. SMILES: O=C(CCCCCCCCCCCCCCCCC)NCCC1=CC=C(C(O)=C1)O. InChi Code: InChI=1S/C26H45NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(30)27-21-20-23-18-19-24(28)25(29)22-23/h18-19,22,28-29H,2-17,20-21H2,1H3,(H,27,30). InChi Key: KOCSVLPLQCBIGW-UHFFFAOYSA-N.