3D Mol Similar

Argireline

: Iupac Name：(4S)-4-acetamido-5-[[(2S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-5-oxopentanoic acid; CAS No.: 616204-22-9; Molecular Weight：888.99; Modify Date.: 2024-08-26 09:38; Introduction:
Argireline, with the chemical formula Acetyl Hexapeptide-8 and CAS registry number 616204-22-9, is a compound known for its applications in the field of cosmetics. This peptide, also referred to as Acetyl Hexapeptide-3, is characterized by its ability to reduce the appearance of wrinkles and fine lines. It works by inhibiting the release of neurotransmitters that cause facial muscle contractions, thereby promoting a more relaxed and youthful appearance. Argireline is commonly used in anti-aging skincare products, offering a non-invasive alternative to Botox injections. Its effectiveness in reducing the depth of wrinkles has been supported by scientific studies, making it a popular ingredient in the beauty industry.
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1. Names and Identifiers

: 1.1 Name; Argireline; 1.2 Synonyms; (4S)-4-acetamido-5-[[(2R)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-5-oxopentanoic acid (4S)-4-acetamido-5-[[(2S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-5-oxopentanoic acid 616204-22-9 (free base) Ac-EEMQRR-NH2 trifluoroacetate salt acetic acid Acetyl hexapeptide Acetyl hexapeptide-3 Acetyl Hexapeptide-3/Acetyl Hexapeptide-8 ACETYL HEXAPEPTIDE-8 Ac-Glu-Glu-Met-Glu-Arg-Arg-NH2 Anti-Wrinkle Multi-Peptides Argirelin Acetate(Acetyl Hexapeptide-3) Argireline Acetate Argireline acetate Ac-Glu-Glu-Met-Arg-Arg-NH2 Argireline Acetate anti-aging cosMetic peptide Argireline,Acetyl hexapeptide-3, BR Argreline Acetate Hexapeptide 3 L-Argininamide, N-[(2S)-2-(acetylamino)-4-carboxy-1-methylenebutyl]-L-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl- L-Argininamide, N-acetyl-L-α-glutamyl-D-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl- L-Argininamide, N-acetyl-L-α-glutamyl-L-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl- L-Argininamide, N-acetyl-L-α-glutamyl-L-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl-, compd. with 2,2,2-trifluoroacetic acid (1:1) MFCD22666393 N-[(3S)-3-Acetamido-5-carboxy-1-penten-2-yl]-L-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl-L-argininamide N-Acetyl-L-alpha-glutamyl-L-alpha-glutamyl-L-methionyl-L-glutaminyl-L-arginyl-L-argininamide N-Acetyl-L-α-glutamyl-D-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl-L-argininamide N-Acetyl-L-α-glutamyl-L-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl-L-argininamide N-Acetyl-L-α-glutamyl-L-α-glutamyl-L-methionyl-L-glutaminyl-L-arginyl-L-argininamide trifluoroacetate (1:1) N-Acetyl-α-glutamyl-α-glutamylmethionylglutaminyl-N5-(diaminomethylene)ornithyl-N5-(diaminomethylene)ornithinamide acetate (1:1) Ornithinamide, N-acetyl-α-glutamyl-α-glutamylmethionylglutaminyl-N5-(diaminomethylene)ornithyl-N5-(diaminomethylene)-, acetate (1:1) Reproage; View all

1.3 CAS No.: 616204-22-9

1.4 CID: 11228338

1.5 EINECS(EC#): 1592732-453-0

1.6 Molecular Formula: C34H60N14O12S (isomer)

1.7 Inchi: InChI=1S/C34H60N14O12S/c1-17(49)43-20(8-11-25(51)52)29(57)47-22(9-12-26(53)54)31(59)48-23(13-16-61-2)32(60)46-21(7-10-24(35)50)30(58)45-19(6-4-15-42-34(39)40)28(56)44-18(27(36)55)5-3-14-41-33(37)38/h18-23H,3-16H2,1-2H3,(H2,35,50)(H2,36,55)(H,43,49)(H,44,56)(H,45,58)(H,46,60)(H,47,57)(H,48,59)(H,51,52)(H,53,54)(H4,37,38,41)(H4,39,40,42)/t18-,19-,20-,21-,22-,23-/m0/s1

1.8 InChIkey: RJZNPROJTJSYLC-LLINQDLYSA-N

1.9 Canonical Smiles: CC(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)O)C(=O)NC(CCSC)C(=O)NC(CCC(=O)N)C(=O)NC(CCCN=C(N)N)C(=O)NC(CCCN=C(N)N)C(=O)N

1.10 Isomers Smiles: CC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N

2. Properties

2.1 Density: 1.54

2.1 Refractive index: 1.66

2.1 Precise Quality: 888.42400

2.1 PSA: 484.48000

2.1 logP: 0.80300

2.1 Appearance: white

2.2 Storage: ?20°C

2.3 Color/Form: white

2.4 pKa: 4.43±0.10(Predicted)

2.5 StorageTemp: -20°C

3. Safety and Handling

3.1 WGK Germany: 2

3.1 Specification: Argireline (CAS NO.616204-22-9) is a synthetic anti-aging cosmetic ingredient derived from natural proteins. It is a peptide, a chain made up of amino acids. Argireline is the hexapeptide with the sequence Ac-Glu-Glu-Met-Gln-Arg-Arg-NH₂.

4. 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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5. Other Information

5.0 体外研究: The incubation of Argireline solution in different concentrations with human embryonic kidney HEK-293 (IC 50 of 34.862 μM) and neuroblastoma IMR-32 cells (IC 50 of 68.458 μM)) for 48 h have dose dependent antiproliferative effect. Argireline solution incubated in different concentrations with HSF has a dose-dependent antiproliferative effect on those cells. Cellular proliferation is not effected in Argireline low concentration.

5.1 体内研究: Argireline is applied to the aged mice twice daily for 6 weeks. There is an improvement in the histological structure of skin tissue in the aged mice; the amount of type I collagen fibers increased, while that of type III collagen fibers decreased. Argireline could improve the histological structure of skin tissue and rejuvenate the aging skin.

5.2 Description: Argireline is made up of chains of amino acids. Such chains can affect how our cells work, e.g. relaxing our face muscles. It is derived from the peptide Acetyl hexapeptide-3, a substrate of Botulinum toxin, or more commonly known as Botox.

5.3 Application: Botox is a common, anti-wrinkle treatment which is applied using a needle. You may achieve the same anti-aging results with products which contain Argireline. Argireline can help prevent the formation of wrinkles by inhibiting muscle movement in the face. Because of this, Argireline cream is sometimes known as “Botox in a jar.”

5.4 Uses: Argireline is an anti-wrinkle peptide. Synthetically produced and considered to be highly effective, clinical studies indicate it can reduce the depth of existing wrinkles. May be incorporated into products marketed as having a topical-BoToX. or “wrinkle-erasing” effect.

5.5 Clinical claims and research: Argireline is a synthetic oligopeptide that emulates the sequence of SNAP-25, a type of SNARE. It has significant skin permeation, interferes with the SNARE ternary complex, and has demonstrated interference with catecholamine release from chromaffin cells. Topical use of 10% argireline resulted in a reduced depth and roughness of periorbital wrinkles in 10 healthy women. One study on 14 volunteers showed that 5% argireline reduced periorbital wrinkles by 32% in 28 days. Most recently, argireline’s efficacy has been measured in 60 Chinese women from a randomized control trial. Its total efficacy was 48.9% compared to 0% in the placebo group, and resulted in significantly decreased wrinkle roughness.

5.6 benefits: Acetyl Hexapeptide-8 is effectivly reduce various kind of facial wrinkles;Replenish the collagen and polysaccharide, repairthe skin.Winkey patented productin China.It is recommended dosage is 3~10%.

6. Computational chemical data

Molecular Weight: 888.99g/mol
Molecular Formula: C₃₄H₆₀N₁₄O₁₂S
Compound Is Canonicalized: True
XLogP3-AA: -6.3
Exact Mass: 888.42358458
Monoisotopic Mass: 888.42358458
Complexity: 1610
Rotatable Bond Count: 32
Hydrogen Bond Donor Count: 14
Hydrogen Bond Acceptor Count: 15
Topological Polar Surface Area: 490
Heavy Atom Count: 61
Defined Atom Stereocenter Count: 6
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//ABAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAHgQQCAAACCjFwASDCALAAggoAAGQPAAAAAEAABAAAIGIAAAAQBIggCAUQAAEFgCAAAC8FwIAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

7. Question & Answer

Which is Better for Wrinkles: Argireline or Retinol? Jun 10 2024
When it comes to reducing the appearance of wrinkles, Argireline and Retinol are two popular options. Argireline works by relaxing facial muscles, while Retinol promotes skin cell turnover and improve..
Can Argireline Reduce Wrinkles and Fine Lines? Jul 06 2023
Discovering the Power of Argireline As time goes by, our skin starts to show signs of aging, including the appearance of fine lines and wrinkles. However, there's a compound that has been making waves..
What is Argireline and how does it work? Aug 15 2022
Argireline (Acetyl hexapeptide-3) is a non-toxic, skin-permeable anti-wrinkle peptide. It significantly inhibits the release of neurotransmitters dependent on Ca2+ at the neuromuscular junction. Argir..
The correlational research of Argireline May 14 2021
Most of us know that Argireline prevents the formation of expression wrinkles by somehow inhibiting muscle movement. For this reason, it is sometimes called Botox in a jar. But, in fact, they work ver..

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