alpha-Melanocyte Stimulating Hormone amide - ≥97% (HPLC), high purity , CAS No.171869-93-5

  • ≥97%(HPLC)
Item Number
M118985
Grouped product items
SKUSizeAvailabilityPrice Qty
M118985-5mg
5mg
In stock
$99.90
M118985-25mg
25mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$339.90
M118985-100mg
100mg
In stock
$959.90

Endogenous melanocortin receptor agonist

Basic Description

Specifications & Purity≥97%(HPLC)
Biochemical and Physiological MechanismsPituitary hormone which causes darkening skin pigmentation from amphibians to humans. In mammals, it can also have behavioral effects on learning, attention, and memory. Hormone that stimulates melanogenesis; facilitates learning and memory; affects infla
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one week. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

alpha-Melanocyte Stimulating Hormone amide is an endogenous melanocortin receptor agonist (Ki values are 0.12, 31, 660 and 5700 nM for MC1, MC3, MC4 and MC5 receptors respectively). Anti-inflammatory peptide; antagonizes proinflammatory mediators, including TNF-α, IL-6 and NO and induces anti-inflammatory cytokine IL-10. Inhibits food intake and induces penile erections following i.c.v. administration.

Names and Identifiers

IUPAC Name (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-2-oxoethyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid;2,2,2-trifluoroacetic acid
INCHI InChI=1S/C77H109N21O19S.C2HF3O2/c1-42(2)64(65(79)106)97-75(116)61-20-13-30-98(61)76(117)54(18-10-11-28-78)88-62(103)38-85-66(107)57(34-46-36-84-50-17-9-8-16-49(46)50)94-67(108)51(19-12-29-83-77(80)81)89-70(111)55(32-44-14-6-5-7-15-44)92-72(113)58(35-47-37-82-41-86-47)95-68(109)52(25-26-63(104)105)90-69(110)53(27-31-118-4)91-74(115)60(40-100)96-71(112)56(33-45-21-23-48(102)24-22-45)93-73(114)59(39-99)87-43(3)101;3-2(4,5)1(6)7/h5-9,14-17,21-24,36-37,41-42,51-61,64,84,99-100,102H,10-13,18-20,25-35,38-40,78H2,1-4H3,(H2,79,106)(H,82,86)(H,85,107)(H,87,101)(H,88,103)(H,89,111)(H,90,110)(H,91,115)(H,92,113)(H,93,114)(H,94,108)(H,95,109)(H,96,112)(H,97,116)(H,104,105)(H4,80,81,83);(H,6,7)/t51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,64-;/m0./s1
InChi Key FEOXCJFWEWYJIH-VLZMNQITSA-N
Canonical SMILES CC(C)C(C(=O)N)NC(=O)C1CCCN1C(=O)C(CCCCN)NC(=O)CNC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CCCNC(=N)N)NC(=O)C(CC4=CC=CC=C4)NC(=O)C(CC5=CNC=N5)NC(=O)C(CCC(=O)O)NC(=O)C(CCSC)NC(=O)C(CO)NC(=O)C(CC6=CC=C(C=C6)O)NC(=O)C(CO)NC(=O)C.C(=O)(C(F)(F)F)O
Alternate CAS 581-05-5
PubChem CID 145710782
Molecular Weight 1778.9

Certificates

Certificate of Analysis(COA)

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6 results found

Lot NumberCertificate TypeDateItem
A2404705Certificate of AnalysisDec 12, 2023 M118985
A2404706Certificate of AnalysisDec 12, 2023 M118985
A2404707Certificate of AnalysisDec 12, 2023 M118985
A1916135Certificate of AnalysisNov 14, 2022 M118985
A1916134Certificate of AnalysisNov 14, 2022 M118985
D2320085Certificate of AnalysisNov 11, 2021 M118985

Chemical and Physical Properties

Solubilitysolubility in water ~1 mg/ml

Related Documents

Citations of This Product

1. Gao Rongyin, Zhang Ximei, Zou Kun, Meng Duo, Lv Jinpeng.  (2023)  Cryptochrome 1 activation inhibits melanogenesis and melanosome transport through negative regulation of cAMP/PKA/CREB signaling pathway.  Frontiers in Pharmacology,  14    [PMID:36814484] [10.3389/fphar.2023.1081030]
2. Lv Jinpeng, Yang Ying, Jia Bingyi, Li Siqi, Zhang Ximei, Gao Rongyin.  (2021)  The Inhibitory Effect of Curcumin Derivative J147 on Melanogenesis and Melanosome Transport by Facilitating ERK-Mediated MITF Degradation.  Frontiers in Pharmacology,  12  (3389).  [PMID:34887767] [10.3389/fphar.2021.783730]

References

1. Löw K et al..  (2020)  A proopiomelanocortin-derived peptide sequence enhances plasma stability of peptide drugs..  FEBS Lett,  594  (17): (2840-2866).  [PMID:32506501]
2. Brami-Cherrier K et al..  (2022)  Botulinum Neurotoxin Type A Directly Affects Sebocytes and Modulates Oleic Acid-Induced Lipogenesis..  Toxins (Basel),  14  (10):   [PMID:36287976]
3. Gao Rongyin, Zhang Ximei, Zou Kun, Meng Duo, Lv Jinpeng.  (2023)  Cryptochrome 1 activation inhibits melanogenesis and melanosome transport through negative regulation of cAMP/PKA/CREB signaling pathway.  Frontiers in Pharmacology,  14    [PMID:36814484] [10.3389/fphar.2023.1081030]
4. Lv Jinpeng, Yang Ying, Jia Bingyi, Li Siqi, Zhang Ximei, Gao Rongyin.  (2021)  The Inhibitory Effect of Curcumin Derivative J147 on Melanogenesis and Melanosome Transport by Facilitating ERK-Mediated MITF Degradation.  Frontiers in Pharmacology,  12  (3389).  [PMID:34887767] [10.3389/fphar.2021.783730]

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