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[Nle4, D-Phe7]-α-Melanocyte Stimulating Hormone trifluoroacetate salt - ≥95% (HPLC), high purity , CAS No.75921-69-6, Agonist of MC 1 receptor;Agonist of MC 3 receptor;Agonist of MC 4 receptor;Agonist of MC 5 receptor

Moligand™

≥95%(HPLC)

CAS#: 75921-69-6
Formula: C₇₈H₁₁₁N₂₁O₁₉
Molecular Weight: 1646.85
MDL number: MFCD03788203
PubChem CID: 16154396

Item Number

N118984

Grouped product items
SKU	Size	Availability	Price
N118984-1mg	1mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$155.90
N118984-5mg	5mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$547.90
N118984-25mg	25mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$2,466.90
N118984-100mg	100mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$8,877.90

Melanocortin receptor agonist

View related series

GPCR/G Protein MC1 receptor Agonist MC3 receptor Agonist MC4 receptor Agonist MC5 receptor Agonist Melanocortin Receptor Neuronal Signaling

Basic Description

Synonyms	[Nle4,D-Phe7]-a-MSH \| Msh, 4-nle-7-phe-alpha- \| AC-Ser-Tyr-Ser-Nle-Glu-His-D-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2 \| alpha-Melanotropin, 4-L-norleucine-7-D-phenylalanine- \| CUV 1647 \| Melanotan-1 \| 4-Nle-7-phe-alpha-msh \| .ALPHA.-MELANOTROPIN (SWINE), 4-L-NORLE
Specifications & Purity	Moligand™, ≥95%(HPLC)
Biochemical and Physiological Mechanisms	Synthetic analog ofα-MSH that is an agonist at melanocortin receptors (Kivalues are 0.085, 0.4, 3.8 and 5.1 nM for MC1, MC3, MC4and MC5receptors respectively).
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads
Grade	Moligand™
Action Type	AGONIST
Mechanism of action	Agonist of MC 1 receptor;Agonist of MC 3 receptor;Agonist of MC 4 receptor;Agonist of MC 5 receptor
Note	1mg卖完停产，不再备货
Product Description	Amino Acid Sequence Ac-Ser-Tyr-Ser-Nle-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2

Associated Targets(Human)

MC5R Tchem Melanocortin receptor 5 (0 Activities)

Discover Target: MC5R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MC4R Tclin Melanocortin receptor 4 (0 Activities)

Discover Target: MC4R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MC3R Tchem Melanocortin receptor 3 (0 Activities)

Discover Target: MC3R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MC1R Tclin Melanocyte-stimulating hormone receptor (0 Activities)

Discover Target: MC1R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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]hexanoyl]amino]-5-[[(2S)-1-[[(2R)-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
INCHI	InChI=1S/C78H111N21O19/c1-5-6-19-52(91-75(116)61(41-101)97-72(113)57(34-46-24-26-49(103)27-25-46)94-74(115)60(40-100)88-44(4)102)68(109)92-54(28-29-64(105)106)70(111)96-59(36-48-38-83-42-87-48)73(114)93-56(33-45-16-8-7-9-17-45)71(112)90-53(22-14-31-84-78(81)82)69(110)95-58(35-47-37-85-51-20-11-10-18-50(47)51)67(108)86-39-63(104)89-55(21-12-13-30-79)77(118)99-32-15-23-62(99)76(117)98-65(43(2)3)66(80)107/h7-11,16-18,20,24-27,37-38,42-43,52-62,65,85,100-101,103H,5-6,12-15,19,21-23,28-36,39-41,79H2,1-4H3,(H2,80,107)(H,83,87)(H,86,108)(H,88,102)(H,89,104)(H,90,112)(H,91,116)(H,92,109)(H,93,114)(H,94,115)(H,95,110)(H,96,111)(H,97,113)(H,98,117)(H,105,106)(H4,81,82,84)/t52-,53-,54-,55-,56+,57-,58-,59-,60-,61-,62-,65-/m0/s1
InChi Key	UAHFGYDRQSXQEB-LEBBXHLNSA-N
Canonical SMILES	CCCCC(C(=O)NC(CCC(=O)O)C(=O)NC(CC1=CNC=N1)C(=O)NC(CC2=CC=CC=C2)C(=O)NC(CCCNC(=N)N)C(=O)NC(CC3=CNC4=CC=CC=C43)C(=O)NCC(=O)NC(CCCCN)C(=O)N5CCCC5C(=O)NC(C(C)C)C(=O)N)NC(=O)C(CO)NC(=O)C(CC6=CC=C(C=C6)O)NC(=O)C(CO)NC(=O)C
Isomeric SMILES	CCCC[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N5CCC[C@H]5C(=O)N[C@@H](C(C)C)C(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC6=CC=C(C=C6)O)NC(=O)[C@H](CO)NC(=O)C
PubChem CID	16154396
Molecular Weight	1646.85

CAS Registry No.

75921-69-6

Wikipedia

Afamelanotide

GPCRdb Ligand

afamelanotide

Certificates

Certificate of Analysis(COA)

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5 results found

Lot Number	Certificate Type	Date	Item
L1811159	Certificate of Analysis	Sep 20, 2022	N118984
L1811158	Certificate of Analysis	Sep 20, 2022	N118984
I1428026	Certificate of Analysis	Jul 19, 2022	N118984
G1809007	Certificate of Analysis	May 13, 2022	N118984
G1809006	Certificate of Analysis	May 13, 2022	N118984

References

1. Minder EI, Barman-Aksoezen J, Schneider-Yin X. (2017) Pharmacokinetics and Pharmacodynamics of Afamelanotide and its Clinical Use in Treating Dermatologic Disorders.. Clin Pharmacokinet, 56 (8): (815-823). [PMID:28063031] [10.1021/op500134e]
2. Kim ES, Garnock-Jones KP. (2016) Afamelanotide: A Review in Erythropoietic Protoporphyria.. Am J Clin Dermatol, 17 (2): (179-85). [PMID:26979527] [10.1021/op500134e]
3. Luger TA, Böhm M. (2015) An α-MSH analog in erythropoietic protoporphyria.. J Invest Dermatol, 135 (4): (929-931). [PMID:25785940] [10.1021/op500134e]
4. McNeil MM, Nahhas AF, Braunberger TL, Hamzavi IH. (2018) Afamelanotide in the Treatment of Dermatologic Disease. Skin Therapy Lett, 23 (6): (6-10). [PMID:30517779] [10.1021/op500134e]

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