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词条 Adrenorphin
释义

  1. See also

  2. References

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 477243096
| ImageFile = Adrenorphin slim.svg
| ImageSize = 200px
| IUPACName = L-Tyrosylglycylglycyl-L-phenylalanyl-L-methionyl-L-arginyl-L-arginyl-L-valinamide
| OtherNames =
|Section1={{Chembox Identifiers
| InChI1 = 1/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-YVWIMRNGBT
| InChIKey1 = XJOQRTJDYAHKPY-YVWIMRNGBT
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = 88377-68-8
| PubChem = 122176
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 108968
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XJOQRTJDYAHKPY-YVWIMRNGSA-N
| SMILES = O=C(N)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)Cc2ccccc2)CCSC)CCC/N=C(\)N)CCC/N=C(\)N)C(C)C
| 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
|Section2={{Chembox Properties
| C=44 | H=69 | N=15 | O=9 | S=1
| MolarMass = 984.18 g/mol
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
| Solubility =
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}Adrenorphin, also sometimes referred to as metorphamide, is an endogenous, C-terminally amidated, opioid octapeptide (Tyr-Gly-Gly-Phe-Met-Arg-Arg-Val-NH2) that is produced from proteolytic cleavage of proenkephalin A and is widely distributed throughout the mammalian brain.[1][2][3][4][5] 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.[1] 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 depressive properties.[6]

See also

  • Opioid peptide

References

1. ^{{cite journal |vauthors=Matsuo H, Miyata A, Mizuno K | title = Novel C-terminally amidated opioid peptide in human phaeochromocytoma tumour | journal = Nature | volume = 305 | issue = 5936 | pages = 721–3 | year = 1983 | pmid = 6633641 | doi = 10.1038/305721a0 | url = }}
2. ^{{cite journal | author = Weber E | title = Metorphamide: isolation, structure, and biologic activity of an amidated opioid octapeptide from bovine brain | journal = Proceedings of the National Academy of Sciences of the United States of America | volume = 80 | issue = 23 | pages = 7362–6 |date=December 1983 | pmid = 6316361 | pmc = 390055 | doi = 10.1073/pnas.80.23.7362| url = http://www.pnas.org/cgi/pmidlookup?view=long&pmid=6316361 | author2 = Esch FS | author3 = Böhlen P | display-authors = 3 | last4 = Paterson | first4 = S | last5 = Corbett | first5 = AD | last6 = McKnight | first6 = AT | last7 = Kosterlitz | first7 = HW | last8 = Barchas | first8 = JD | last9 = Evans | first9 = CJ}}
3. ^{{cite journal |vauthors=Sonders M, Barchas JD, Weber E | title = Regional distribution of metorphamide in rat and guinea pig brain | journal = Biochemical and Biophysical Research Communications | volume = 122 | issue = 3 | pages = 892–8 |date=August 1984 | pmid = 6477570 | doi = 10.1016/0006-291X(84)91174-4| url = http://linkinghub.elsevier.com/retrieve/pii/0006-291X(84)91174-4}}
4. ^{{cite journal |vauthors=Miyata A, Mizuno K, Minamino N, Matsuo H | title = Regional distribution of adrenorphin in rat brain: comparative study with PH-8P | journal = Biochemical and Biophysical Research Communications | volume = 120 | issue = 3 | pages = 1030–6 |date=May 1984 | pmid = 6732783 | doi = 10.1016/S0006-291X(84)80210-7| url = http://linkinghub.elsevier.com/retrieve/pii/S0006-291X(84)80210-7}}
5. ^{{cite journal |vauthors=Miyata A, Mizuno K, Honzawa M, Tohyama M, Matsuo H | title = Adrenorphin immunoreactivity in rat brain | journal = Neuropeptides | volume = 5 | issue = 4–6 | pages = 517–20 |date=February 1985 | pmid = 2860609 | doi = 10.1016/0143-4179(85)90068-X| url = http://linkinghub.elsevier.com/retrieve/pii/0143-4179(85)90068-X}}
6. ^{{cite journal | author = Xu SF | title = The analgesic and respiratory depressant actions of metorphamide in mice and rabbits | journal = Neuropeptides | volume = 6 | issue = 2 | pages = 121–31 |date=April 1985 | pmid = 4000426 | doi = 10.1016/0143-4179(85)90103-9| url = | author2 = Lu WX | author3 = Zhou KR | display-authors = 3 | last4 = He | first4 = XP | last5 = Niu | first5 = SF | last6 = Xu | first6 = WM | last7 = Zhang | first7 = AZ | last8 = Weber | first8 = E | last9 = Chang | first9 = JK }}
{{Opioid peptides}}{{Opioidergics}}

5 : Analgesics|Neurotransmitters|Mu-opioid agonists|Kappa agonists|Opioid peptides

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