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Melanotan II

CAS：121062-08-6
MW:1024.17796
MF：C50H69N15O9

Melanotan II, with the chemical formula C50H69N15O9 and CAS registry number 121062-08-6, is a compound known for its potential applications in the field of tanning and sexual dysfunction treatment. This synthetic peptide, also referred to as MT-II, is a derivative of the naturally occurring hormone alpha-melanocyte-stimulating hormone (α-MSH). Melanotan II works by stimulating the production of melanin in the skin, leading to increased pigmentation and a tanning effect. Additionally, it has been studied for its potential use in the treatment of erectile dysfunction and other sexual disorders. However, it is important to note that the use of Melanotan II for these purposes is still under investigation and not approved by regulatory authorities. As with any compound, it is crucial to consult with a healthcare professional before using Melanotan II or any related products.

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Melanotan II

1.2 Synonyms: (3S,6S,9R,12S,15S,23S)-15-[(N-Acetyl-L-norleucyl)amino]-9-benzyl-6-(3-carbamimidamidopropyl)-12-(1H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide; (3S,6S,9R,12S,15S,23S)-15-[(N-Acetyl-L-norleucyl)amino]-9-benzyl-6-(3-carbamimidamidopropyl)-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide; (3S,6S,9R,12S,15S,23S)-15-[(N-Acetyl-L-norleucyl)amino]-9-benzyl-6-{3-[(diaminomethylene)amino]propyl}-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide; (3S,6S,9R,12S,15S,23S)-15-[(N-acetyl-L-norleucyl)amino]-9-benzyl-6-{3-[(diaminomethylidene)amino]propyl}-12-(1H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide; (3S,6S,9R,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide; (AC-NLE4, ASP5, DPHE7, LYS10)-CYCLO-ALPHA-MSH (4-10) AMIDE; 1,4,7,10,13,18-Hexaazacyclotricosane-23-carboxamide, 15-[[(2S)-2-(acetylamino)-1-oxohexyl]amino]-6-[3-[(aminoiminomethyl)amino]propyl]-12-(1H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-9-(phenylmethyl)-, (3S,6S,9R,12S,15S,23S)-; 1,4,7,10,13,18-Hexaazacyclotricosane-23-carboxamide, 15-[[(2S)-2-(acetylamino)-1-oxohexyl]amino]-6-[3-[(aminoiminomethyl)amino]propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-9-(phenylmethyl)-, (3S,6S,9R,12S,15S,23S)-; 1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide, 15-[[(2S)-2-(acetylamino)-1-oxohexyl]amino]-6-[3-[(diaminomethylene)amino]propyl]-12-(1H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-9-(phenylmethyl)-, (3S,6S,9R,12S,15S,23S)-; 1,4,7,10,13,18-Hexaazacyclotricosane-23-carboxamide, 15-[[(2S)-2-(acetylamino)-1-oxohexyl]amino]-6-[3-[(diaminomethylene)amino]propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-9-(phenylmethyl)-, (3S,6S,9R,12S,15S,23S)-; AC-[NLE4, ASP5, D-PHE7, LYS10]-ALPHA-MSH (4-10)-NH2; Ac-[Nle4Asp5D-Phe7Lys10]α-MSH-(4-10)-NH2; Acetyl-(Nle4,Asp5,D-Phe7,Lys10)-cyclo-α-MSH (4-10) aMide Melanotan II, MTII, BreMelanotide aMide; AC-NLE4-C[ASP5, D-PHE7, LYS10]ALPHA-MSH (4-10)-NH2; AC-NLE-CYCLO(-ASP-HIS-D-PHE-ARG-TRP-LYS-NH2) ACETATE SALT; AC-NLE-CYCLO(-BETA-ASP-HIS-D-PHE-ARG-TRP-EPSILON-LYS-NH2); AC-NLE-CYCLO[(BETA-D)-HFRW-(EPSILON-K)]-NH2; Melanotan (MT)-II; Melanotan II Acetate; MelanotanII Acetate(MT-2); MFCD01318793;

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1.3 CAS No.: 121062-08-6

1.4 CID: 92432

1.5 EINECS: 1308068-626-2

1.6 Molecular Formula: C50H69N15O9

1.7 Inchi: InChI=1S/C50H69N15O9/c1-3-4-16-36(59-29(2)66)44(69)65-41-25-42(67)55-20-11-10-18-35(43(51)68)60-47(72)39(23-31-26-57-34-17-9-8-15-33(31)34)63-45(70)37(19-12-21-56-50(52)53)61-46(71)38(22-30-13-6-5-7-14-30)62-48(73)40(64-49(41)74)24-32-27-54-28-58-32/h5-9,13-15,17,26-28,35-41,57H,3-4,10-12,16,18-25H2,1-2H3,(H2,51,68)(H,54,58)(H,55,67)(H,59,66)(H,60,72)(H,61,71)(H,62,73)(H,63,70)(H,64,74)(H,65,69)(H4,52,53,56)/t35-,36-,37-,38+,39-,40-,41-/m0/s1

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1.8 InChkey: JDKLPDJLXHXHNV-MFVUMRCOSA-N

1.9 Canonical Smiles: CCCCC(C(=O)NC1CC(=O)NCCCCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CC2=CN=CN2)CC3=CC=CC=C3)CCCN=C(N)N)CC4=CNC5=CC=CC=C54)C(=O)N)NC(=O)C

1.10 Isomers Smiles: CCCC[C@@H](C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC1=O)CC2=CN=CN2)CC3=CC=CC=C3)CCCN=C(N)N)CC4=CNC5=CC=CC=C54)C(=O)N)NC(=O)C

2. Properties

2.1 Solubility: H2O: 5?mg/mL, soluble

2.2 Appearance: white solid

2.3 Storage: ?20°C

2.4 Color/Form: white

2.5 pKa: 13.00±0.70(Predicted)

2.6 Water Solubility: H2O: 5?mg/mL, soluble

2.7 StorageTemp: Keep in dark place,Sealed in dry,Store in freezer, under -20°C

3. Use and Manufacturing

3.1 Description

Melanotan II, with the chemical formula C50H69N15O9, has the CAS number 121062-08-6. It is a synthetic peptide that is used for tanning of the skin. Melanotan II appears as a white to off-white powder with no distinct odor. Its basic structure consists of a sequence of amino acids attached to a peptide backbone. This compound is soluble in water. Safety information regarding Melanotan II is limited, and caution should be exercised when using this chemical. It is important to follow proper dosage guidelines and consult with a healthcare professional.

Applicable Fields

Tanning: Melanotan II is primarily used for its tanning properties. It stimulates the production of melanin in the skin, resulting in a darker complexion. The mechanism of action involves binding to melanocortin receptors in the skin, which triggers the production of melanin.

Research: Melanotan II is also used in research settings to study its effects on various physiological processes. It has been investigated for its potential role in treating sexual dysfunction, obesity, and other conditions. The mechanism of action in these contexts is still being studied.

Storage

Conditions: Store in a cool and dry place, away from direct sunlight.

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3.2 Usage: Malanotan II is used for tanning of the skin and producing of erections in men with erectile dysfunction when administered as a shot under the skin. Malanotan II is safe when used under strict medical supervision for treating erectile dysfunction. However, it may cause stomach cramps, tiredness, nausea, spontaneous erections of the penis, and darkened skin.

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4. Safety and Handling

4.1 Safety: WGK Germany:?3

4.2 Specification: ?Melanotan II (CAS NO.121062-08-6) is also named as L-Lysinamide, N-acetyl-L-norleucyl-L-alpha-aspartyl-L-histidyl-D-phenylalanyl-L-arginyl-L-tryptophyl-, cyclic (2-7)-peptide .

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s)	no data available
Signal word	no data available
Hazard statement(s)	no data available
Precautionary statement(s)
Prevention	no data available
Response	no data available
Storage	no data available
Disposal	no data available

2.3 Other hazards which do not result in classification

no data available

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6. NMR Spectrum

Predict 1H proton NMR

7. Synthesis Route

121062-08-6Total: 3 Synthesis Route

117499-53-3

121062-08-6 305 Suppliers

13836-37-8 181 Suppliers

84624-27-1 156 Suppliers

18942-49-9 231 Suppliers

92916-47-7

121062-08-6 305 Suppliers

8. Precursor and Product

precursor:

92916-47-7

117499-53-3

47355-10-2

84624-27-1

13836-37-8

18942-49-9

9. Computed Properties

Molecular Weight：1024.17796g/mol
Molecular Formula：C₅₀H₆₉N₁₅O₉
Compound Is Canonicalized：True
Exact Mass：0
XLogP3-AA：1023.54026884
Monoisotopic Mass：1023.54026884
Complexity：1950
Rotatable Bond Count：17
Hydrogen Bond Donor Count：13
Hydrogen Bond Acceptor Count：11
Topological Polar Surface Area：385
Heavy Atom Count：：74
Defined Atom Stereocenter Count：7
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADcfB//AAAAAAAAAAAAAAAAAAAAWLAAAAwYAAAAAAAAFgB/AAAHgAQAAAADCjBngQ/0PbJkACoAzV3dACCgC2xEqAJ2aG4dJiIaPrA2bGUIAholgLIyCcdicCOgAAAAAACAAAAAAAAAAQAAAAAAAAAAA==

10.Other Information

Uses: Malanotan II is used for tanning of the skin and producing of erections in men with erectile dysfunction when administered as a shot under the skin. Malanotan II is safe when used under strict medical supervision for treating erectile dysfunction. However, it may cause stomach cramps, tiredness, nausea, spontaneous erections of the penis, and darkened skin.

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Controversy: Melanotan II is widely sold online and in beauty salons as well as gyms as melanotan in their marketing. These products purport to contain the same chemical composition as afamelanotide. These products have been declared illegal and do not have the same chemical components as Melanotan II. As such, countries issues warnings against their use.

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体外研究: Melanotan (MT)-II is a potent non-selective melanocortin receptor agonist with high affinity for MC1, MC3, MC4, and MC5 receptor subtypes which are involved in the regulation of a number of physiological systems such as the pigmentary system, energy homoeostasis, sexual functioning, the immune system, inflammation, and the cardiovascular system.

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体内研究: Melanotan (MT)-II exerts a dose-dependent inducer activity on erection by eliciting erectile events and shortening latency of the first erectile event to occur. Erectile responses elicited by cavernous nerve stimulation are increased after i.v. melanotan (MT)-II (1 mg/kg), thereby exerting facilitator effect on erection. Melanotan (MT)-II promotes peripheral nerve regeneration and has neuroprotective properties in the rat. Melanotan (MT)-II significantly enhances the recovery of sensory function following a crush lesion of the sciatic nerve in the rat at a dose of 20 μg/kg per 48 h, s.c., but not at a dose of 2 or 50 μg/kg. Melanotan (MT)-II is a potent initiator of penile erection in men with erectile dysfunction. Melanotan (MT)-II reduces food intake and body weight and invokes thermogenic responses in a mouse model.

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BENEFITS OF A MELANOTAN II: Darker tan with less exposure to UV radiation
Tanning without sunburn, even for fair-skinned individuals
Possible reduction in the risk of Melanoma (skin cancer)
Possible reduction in the incidence of sun-damaged skin
Possible reduction in body fat
No sunburn, n tan lines
No sunless tanning streaks or fake tan removal
Possible increase libido
During clinical trials for its use as a tanning agent, melanotan II was found to be a potent stimulator of male erections. It has also been shown to increase female sexual desire in patients with sexual arousal disorder).

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SIDE EFFECTS: Short term side effects after administration include:
Facial flushing
Reduced appetite, nausea and vomiting
In males, spontaneous erections 1-5 hours after administration (priapism), associated with yawning and stretching complex
Long term, there is concern that melanotan II may increase the risk of:
Melanoma – a potentially serious form of skin cancer
Deepening of the color of moles, new moles and atypical melanocytic naevi
Melanonychia – brown to black discoloration of one or more nails
Suggested usage: daily for 1 - 2 weeks then one to two times weekly for maintenance.

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Dosage: Melanotan 2 has a half life of ~33 hours, this allows you to be very flexible with dosing. Recommended dosages start at 250mcg every day to help your body acclimatize to the peptide and minimize the side effects. You can continue with this dose indefinitely if you are intending to do a low dosage regimen.
If you want to dose higher, after 2-4 days, whenever you feel comfortable, up the dose to 500mcg. 500mcg is the most common dosage amount administed by users. You can increase the dose as far as about 1mg but any higher is generally not advised and the users dosing 1mg/dose normally weigh around the 100kg mark.

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Uses: Melanotan II acetate salt has been used to study its inhibitory effects on feeding and energy expenditure in rats.

Mesh Entry Terms: melanotan-II

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12. Related Questions

: What are the Effects and Risks of Melanotan II?General Description Melanotan II is a synthetic cyclic heptapeptide designed to stimulate skin tanning by mimicking natural melanotropin with modifications for enhanced potency and effects. Its struct..; Is Melanotan II the Ultimate Tanning Solution? Melanotan II, a derivative of alpha-melanocyte-stimulating hormone, is gaining popularity as a tanning agent. However, its unlicensed and mostly untested nature raises concerns about its safety and e..; Can Melanotan II Protect Against Skin Cancer and Enhance Tanning?Background Melanotan II, developed at the University of Arizona, aims to activate the body's natural pigmentary system to produce a protective tan before UV exposure. This alternative approach to redu..; Uses of Melanotan IIMelanotan is a lab-made chemical. It is similar to a hormone found in the body. It was originally made as a drug to help treat certain skin conditions. It is also sold over the internet as a supplemen..

13. Realated Product Infomation