Adrenorphin, Free Acid

Adrenorphin, Free Acid

Catalog Number:
L002368272APE
Mfr. No.:
APE-A1017
Price:
$172
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      • Overview
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          Background

          Adrenorphin, also sometimes referred to as metorphamide, is an endogenous, C-terminally amidated, opioid octapeptide that is produced from proteolytic cleavage of proenkephalin A and is widely distributed throughout the mammalian brain(1). It was named based on the fact that it was originally detected in human phaeochromocytoma tumour derived from the adrenal medulla, and was subsequently found in normal human and bovine adrenal medulla as well. Adrenorphin exhibits potent opioid activity, acting as a balanced μ- and κ-opioid receptor agonist while having no effects on δ-opioid receptors(2). It possesses analgesic and respiratory deppresive properties(3).

          1. Matsuo H, Miyata A, Mizuno K (1983). "Novel C-terminally amidated opioid peptide in human phaeochromocytoma tumour". Nature 305 (5936): 721–3.
          2. Weber E, Esch FS, Böhlen P et al. (December 1983). "Metorphamide: isolation, structure, and biologic activity of an amidated opioid octapeptide from bovine brain". Proceedings of the National Academy of Sciences of the United States of America 80 (23): 7362–6.
          3. Xu SF, Lu WX, Zhou KR et al. (April 1985). "The analgesic and respiratory depressant actions of metorphamide in mice and rabbits". Neuropeptides 6 (2): 121–31.

      • Properties
        • Categories
          μ/κ opioid receptor agonist
          Alternative Name
          Adrenorphin, Free Acid,H2N-Tyr-Gly-Gly-Phe-Met-Arg-Arg-Val-OH; 1-[[4-[2-(azepan-1-yl)ethoxy]phenyl]methyl]-2-(4-hydroxyphenyl)-3-methylindol-5-ol
          CAS Number
          88866-92-6
          Molecular Formula
          C44H68N14O10S
          Molecular Weight
          985.16
          Appearance
          A solid
          Purity
          98.00%
          Solubility
          ≥27.75 mg/mL in H2O with ultrasonic; ≥5.64 mg/mL in EtOH with ultrasonic; ≥98.5 mg/mL in DMSO
          Storage
          Store at -20°C
          SMILES
          CC(C)C(C(=O)O)NC(=O)C(CCCN=C(N)N)NC(=O)C(CCCN=C(N)N)NC(=O)C(CCSC)NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)N

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