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R3905

Sigma-Aldrich

Ro 27-3225 trifluoroacetate salt

≥98% (reversed phase HPLC)

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Synonym(s):
Butir-His-D-Phe-Arg-Trp-Sar-NH2 trifluoroacetate salt
Empirical Formula (Hill Notation):
C39H52N12O6 · xC2HF3O2
CAS Number:
1057258-86-2
Molecular Weight:
784.91 (free base basis)
MDL number:
MFCD04112656
UNSPSC Code:
51111800
PubChem Substance ID:
329824026
NACRES:
NA.77

Quality Level

100

Assay

≥98% (reversed phase HPLC)

form

lyophilized solid

color

white

solubility

H2O: >10 mg/mL

storage temp.

room temp

SMILES string

CCCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)N(C)CC(N)=O

InChI

1S/C39H52N12O6/c1-3-10-34(53)47-31(19-26-21-43-23-46-26)37(56)49-30(17-24-11-5-4-6-12-24)36(55)48-29(15-9-16-44-39(41)42)35(54)50-32(38(57)51(2)22-33(40)52)18-25-20-45-28-14-8-7-13-27(25)28/h4-8,11-14,20-21,23,29-32,45H,3,9-10,15-19,22H2,1-2H3,(H2,40,52)(H,43,46)(H,47,53)(H,48,55)(H,49,56)(H,50,54)(H4,41,42,44)/t29-,30-,31-,32-/m0/s1

InChI key

NINOPZAAGJJNAR-YDPTYEFTSA-N

Amino Acid Sequence

Butir-His-Phe-Arg-Trp-Sar-NH2

Biochem/physiol Actions

Ro 27-3225 is a selective melanocortin MC4 receptor agonist. EC50 = 1 nM. Ro 27-3225 shows some activity at the MC1 receptor. Ro 27-3225 reverses hemorrhagic shock, reduces multiple organ damage, and improves survival. Ro 27-3225 may have a protective role against multiple organ failure following circulatory shock. Ro 27-3225 also reduces food intake in ob/ob mice.

Features and Benefits

This compound is featured on the Melanocortin Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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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Francina Agosti et al.
The European journal of neuroscience, 40(5), 2755-2765 (2014-06-20)
The melanocortin 4 receptor (MC4R) is a G protein-coupled receptor involved in food intake and energy expenditure regulation. MC4R activation modifies neuronal activity but the molecular mechanisms by which this regulation occurs remain unclear. Here, we tested the hypothesis that

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