Description
Shu 9119 is an agonist of melanocortin receptor 1 (MC1R) and antagonist of MC4R (IC50s = 1.2 and 2.9 nM, respectively, for displacement of melanocortin). It induces cAMP formation in HEK293 cells expressing human MC1R (EC50 = 1.11 nM), but inhibits cAMP formation in cells expressing human MC4R.1 In rats, SHU9119 (24 nmol, i.c.v. per day for seven days) increases food intake, body weight, fat mass, and lean mass, with concomitant increases in blood glucose, insulin, and leptin levels via disrupted melanocortin signaling. Similarly, mice treated with SHU9119 (5 nmol/day, i.c.v.) exhibit food intake-independent increases in body weight and fat mass consequent to MC4R inhibition and subsequent brown adipose tissue dysfunction.
Chemical Formula
C54H71N15O9
Elemental Analysis
C, 60.38; H, 6.66; N, 19.56; O, 13.40
Synonym
Shu 9119; Shu-9119; Shu9119;
IUPAC/Chemical Name
(2S)-N-((3S,6S,E)-3-((4H-imidazol-4-yl)methyl)-14-((2S)-2-((S)-2-((R)-2-amino-3-(naphthalen-2-yl)propanamido)-5-guanidinopentanamido)-3-(indolin-3-yl)propanamido)-2,5,8,15-tetraoxo-1,4,9-triazacyclopentadec-13-en-6-yl)-2-acetamidohexanamide
InChi Key
ORTUTLYEGOSCRP-ATNXLWBUSA-N
InChi Code
InChI=1S/C54H71N15O9/c1-3-4-15-40(63-31(2)70)48(73)68-45-27-46(71)59-21-10-9-17-41(50(75)69-53(78)44(67-52(45)77)26-36-29-58-30-62-36)65-51(76)43(25-35-28-61-39-16-8-7-14-37(35)39)66-49(74)42(18-11-22-60-54(56)57)64-47(72)38(55)24-32-19-20-33-12-5-6-13-34(33)23-32/h5-8,12-14,16-17,19-20,23,29-30,35-36,38,40,42-45,61H,3-4,9-11,15,18,21-22,24-28,55H2,1-2H3,(H,59,71)(H,63,70)(H,64,72)(H,65,76)(H,66,74)(H,67,77)(H,68,73)(H4,56,57,60)(H,69,75,78)/b41-17+/t35?,36?,38-,40+,42+,43+,44+,45+/m1/s1
SMILES Code
CCCC[C@H](NC(C)=O)C(N[C@H]1CC(NCCC/C=C(NC([C@@H](NC([C@@H](NC([C@H](N)Cc(cc2)cc3c2cccc3)=O)CCCNC(N)=N)=O)CC4CNc5ccccc54)=O)\C(NC([C@H](CC6C=NC=N6)NC1=O)=O)=O)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4℃ for short term (days to weeks), or -20℃ for long term (months).
HS Tariff Code
2934.99.03.00