Adrenorphin

For research use only. Not for therapeutic Use.

  • CAT Number: I011515
  • CAS Number: 88377-68-8
  • Molecular Formula: C44H69N15O9S
  • Molecular Weight: 984.18
  • Purity: ≥95%
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Adrenorphin is a opioid octapeptide, acting as a potent agonist of μ-opioid receptor, with Ki of 12 nM.
Adrenorphin (Metorphamide) is a opioid octapeptide from bovine brain, acts as a potent agonist of μ-opioid receptor, with Ki of 12 nM. The binding ratios of Ki for μ-opioid receptor/Ki for δ-opioid receptor of 0.04 and of Ki for μ-opioid receptor/Ki for κ-opioid receptor of 0.46[1]. Adrenorphin potently inhibits catecholamine secretion evoked by 10 μM nicotine in cultured human pheochromocytoma 6 cells, with an IC50 of 1.1 μM[2].


Catalog Number I011515
CAS Number 88377-68-8
Synonyms

(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-N-[(2S)-1-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-5-(diaminomethylideneamino)pentanamide

Molecular Formula C44H69N15O9S
Purity ≥95%
InChI InChI=1S/C44H69N15O9S/c1-25(2)36(37(46)63)59-41(67)31(12-8-19-52-44(49)50)57-39(65)30(11-7-18-51-43(47)48)56-40(66)32(17-20-69-3)58-42(68)33(22-26-9-5-4-6-10-26)55-35(62)24-53-34(61)23-54-38(64)29(45)21-27-13-15-28(60)16-14-27/h4-6,9-10,13-16,25,29-33,36,60H,7-8,11-12,17-24,45H2,1-3H3,(H2,46,63)(H,53,61)(H,54,64)(H,55,62)(H,56,66)(H,57,65)(H,58,68)(H,59,67)(H4,47,48,51)(H4,49,50,52)/t29-,30-,31-,32-,33-,36-/m0/s1
InChIKey XJOQRTJDYAHKPY-MWSMAVIUSA-N
SMILES CC(C)C(C(=O)N)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
Reference

[1]. Weber E, et al. Metorphamide: isolation, structure, and biologic activity of an amidated opioid octapeptide from bovine brain. Proc Natl Acad Sci U S A. 1983 Dec;80(23):7362-6.
 [Content Brief]

[2]. Yanase T, et al. Studies on adrenorphin in pheochromocytoma. J Clin Endocrinol Metab. 1987 Apr;64(4):692-7.
 [Content Brief]

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