Acetyl hexapeptide-1
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Basic information
- CAS
448944-47-6- Standard SMILES
CCCC[C@H](NC(C)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(N)=O- InChIKey
WPIQUSRULDNCKM-IFSWANACSA-N- Molecular formula
- C43H59N13O7
- Average molar mass
- 870 g/mol
Names & identifiers
- Preferred name
- Acetyl hexapeptide-1
- IUPAC
- (2S)-2-acetamido-N-[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]hexanamide
- English name
- Acetyl Hexapeptide-1
- Molecular formula
- C43H59N13O7
- Molecular weight
- 870.01
Names & synonyms
Acetyl hexapeptide-1448944-47-6MelitaneN-Acetyl-L-norleucyl-L-alanyl-L-histidyl-D-phenylalanyl-L-arginyl-L-tryptophanamideMelitane (Acetyl Hexapeptide-1)(2S)-2-acetamido-N-[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]hexanamideMelitane (acetate)StellightMelitane?Acetyl hexapeptide 1Melitane [(R)]Melitane GL 200
Show more names
melitane/acetylhexapeptide-1peptides Acetyl Hexapeptide-1Ac-Nle-Ala-His-D-Phe-Arg-Trp-NH2Acetyl Hexapeptide-1 (Reference: Melitane)L-Tryptophanamide, N-acetyl-L-norleucyl-L-alanyl-L-histidyl-D-phenylalanyl-L-arginyl-N-Acetyl-L-norleucyl-L-alanyl-L-histidyl-D-phenylalanyl-L-arginyl-L-tryptophanamide USP/EP/BPGlp-Gly-Cys-Cys-Asn-Gly-Pro-Lys-Gly-Cys-Ser-Ser-Lys-Trp-Cys-Arg-Asp-His-Ala-Arg-Cys-Cys-NH2（Cys3&Cya15，Cys4&Cys22，Cys10&Cys23）
UNII-49ZWR266MZMelitane(AcetylHexapeptide-1)49ZWR266MZorb1941571SCHEMBL29359331SCHEMBL30418415WPIQUSRULDNCKM-IFSWANACSA-NHY-P5220
Database identifiers
- CAS
448944-47-6- Nikkaji
- J2.444.894K
Properties
Computed structural propertiesFilling in
- XLogP
- 0.9
- Topological polar surface area
- 327 Ų
- Hydrogen bond donors
- 11
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 25
- Heavy atoms
- 63
- Formal charge
- 0
- Complexity
- 1,570
Physicochemical properties
- Density
- 1.39 · 1.39±0.1 g/cm3(Predicted)
- pka
- 13.36 · 13.36±0.46(Predicted)
- Sequence
- 2 · Ac-{Nle}-Ala-His-{d-Phe}-Arg-Trp-NH2
- Cosmetics Ingredients Functions
- SKIN CONDITIONING
- InChIKey
- WPIQUSRULDNCKM-IFSWANACSA-N
- SMILES
- C(N)(=O)[C@H](CC1C2=C(C=CC=C2)NC=1)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](CC1=CC=CC=C1)NC(=O)[C@H](CC1N=CNC=1)NC(=O)[C@H](C)NC(=O)[C@H](CCCC)NC(C)=O
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
DescriptionAcetyl hexapeptide-1 is a synthetic peptide composed of the amino acids alanine, arginine, histidine, leucine, phenylalanine and tryptophan. It helps skin better defend itself from environmental aggressors by virtue of a calming effect. This peptide can also help promote a visibly more even skin tone by playing a role in how melanin moves through skin.Acetyl Hexapeptide-1 is a bit of a special snowflake among peptides as it's not a wrinkle-smoothing, anti-aging active like most of the other ones but it can stimulate pigmentation and melanin production (by interacting with a skin cell receptor called MC1R).As melanin not only gives the skin its nice tanned color but also works as a natural protection factor, Acetyl Hexapeptide-1, aka Melitane does the same. It not only boosts a natural or an artificial tan but gives extra protection against UV-induced DNA and free radical damage and protects the skin against UV-caused redness.
Additional notes
DefinitionAcetyl Hexapeptide-1 is the reaction product of Alanine, arginine, histidine, leucine, phenylalanine and tryptophane hexapeptide with acetic acid. It activates the regulation of melanin synthesis, relating the protection of natural light and inflammatory regulator.
Related reactions
0 records
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Compound notes
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