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Merck
CN

T8156

Sigma-Aldrich

Adrenorphin

≥95% (HPLC)

Synonym(s):

Metorphamide, Tyr-Gly-Gly-Phe-Met-Arg-Arg-Val

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About This Item

Empirical Formula (Hill Notation):
C44H68N14O10S
CAS Number:
88866-92-6
Molecular Weight:
985.16
MDL number:
MFCD00076434
UNSPSC Code:
12352200
PubChem Substance ID:
329826875
NACRES:
NA.26
Assay:
≥95% (HPLC)

Key Documents

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Assay

≥95% (HPLC)

storage temp.

−20°C

SMILES string

CSCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc2ccc(O)cc2)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](C(C)C)C(O)=O

InChI

1S/C44H68N14O10S/c1-25(2)36(42(67)68)58-40(65)31(12-8-19-51-44(48)49)56-38(63)30(11-7-18-50-43(46)47)55-39(64)32(17-20-69-3)57-41(66)33(22-26-9-5-4-6-10-26)54-35(61)24-52-34(60)23-53-37(62)29(45)21-27-13-15-28(59)16-14-27/h4-6,9-10,13-16,25,29-33,36,59H,7-8,11-12,17-24,45H2,1-3H3,(H,52,60)(H,53,62)(H,54,61)(H,55,64)(H,56,63)(H,57,66)(H,58,65)(H,67,68)(H4,46,47,50)(H4,48,49,51)/t29-,30-,31-,32-,33-,36-/m0/s1

InChI key

ZBRXWGQCHSFAHM-MWSMAVIUSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
079F05221
050H0638
050H06382

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S J Bunn et al.
Biochemical pharmacology, 41(5), 715-722 (1991-03-01)
The ability of a number of opioid agonists and antagonists to affect nicotine-induced 45Ca2(+)-uptake into cultured bovine adrenal medullary cells has been investigated. High (10 microM) concentrations of the opioid agonist bremazocine produced a significant inhibition of nicotine-induced 45Ca2(+)-uptake throughout
T Yanase et al.
The Journal of clinical endocrinology and metabolism, 64(4), 692-697 (1987-04-01)
We studied the secretion and tissue contents of adrenorphin in human pheochromocytomas. In 17 human pheochromocytomas from 11 patients, we found a remarkably wide distribution in immunoreactive adrenorphin levels (3-7771 pg/mg tissue). Adrenomedullary pheochromocytomas contained a significantly larger amount of
Vadivel Ganapathy et al.
The AAPS journal, 7(4), E852-E856 (2006-04-06)
Transmembrane transport of endogenous as well as synthetic opioid peptides is a critical determinant of pharmacokinetics and biologic efficacy of these peptides. This transport process influences the distribution of opioid peptides across the blood-brain barrier and their elimination from the
P D Marley et al.
Brain research, 363(1), 10-17 (1986-01-15)
Opioid peptides are found in high concentrations in the adrenal medulla. Recently, a novel opioid octapeptide, metorphamide, possessing an amidated C-terminal, was characterized and also found to be present in adrenal tissue. We have studied the ability of this novel
R P Oude Elferink et al.
Peptides, 22(12), 2015-2020 (2002-01-12)
MDR1 P-glycoprotein is generally regarded as an efflux pump for amphipathic toxic compounds. The question remains, however, whether certain endogenous compounds are also substrates for this transporter. Certain peptides have been shown to interact with MDR1 Pgp as well and
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