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Chemistry

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Also known as: 616204-22-9, Acetyl hexapeptide, Argireline acetate, Argireline acetate anti-aging cosmetic peptide, Schembl223824, (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
Molecular Formula
C34H60N14O12S
Molecular Weight
889.0  g/mol
InChI Key
RJZNPROJTJSYLC-LLINQDLYSA-N

Argireline
1 2D Structure

Argireline

2 Identification
2.1 Computed Descriptors
2.1.1 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
2.1.2 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
2.1.3 InChI Key
RJZNPROJTJSYLC-LLINQDLYSA-N
2.1.4 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
2.1.5 Isomeric 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
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Ac-eemqrr-nh2

2. Acetyl Hexapeptide-8

3. Acetyl-glutamyl-glutamyl-methionyl-glutaminyl-arginyl-argininamide

2.2.2 Depositor-Supplied Synonyms

1. 616204-22-9

2. Acetyl Hexapeptide

3. Argireline Acetate

4. Argireline Acetate Anti-aging Cosmetic Peptide

5. Schembl223824

6. (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

7. (6s,9s,12s,15s,18s,21s)-21-acetamido-1-amino-12-(3-amino-3-oxopropyl)-6-carbamoyl-18-(2-carboxyethyl)-9-(3-guanidinopropyl)-1-imino-15-(2-(methylthio)ethyl)-8,11,14,17,20-pentaoxo-2,7,10,13,16,19-hexaazatetracosan-24-oic Acid

8. N-acetyl-l-alpha-glutamyl-l-alpha-glutamyl-l-methionyl-l-glutaminyl-l-arginyl-l-argininamide

9. Schembl22265244

10. Argireline(acetyl Hexapeptide-3)

11. Molport-009-194-173

12. Amy25367

13. Ex-a6258

14. Hy-p0033

15. Ac8712

16. Akos015994631

17. Zinc169719042

18. Cs-5101

19. Hs-2002

20. Ac-28736

21. 204a229

22. A868667

23. J-700142

24. Q-200583

25. Ac-glu-glu-met-glu-arg-arg-nh2;n-acetyl-l-alpha-glutamyl-l-alpha-glutamyl-l-methionyl-l-glutaminyl-l-arginyl-l-argininamide

2.3 Create Date
2006-10-26
3 Chemical and Physical Properties
Molecular Weight 889.0 g/mol
Molecular Formula C34H60N14O12S
XLogP3-6.3
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count15
Rotatable Bond Count32
Exact Mass888.42358458 g/mol
Monoisotopic Mass888.42358458 g/mol
Topological Polar Surface Area490 Ų
Heavy Atom Count61
Formal Charge0
Complexity1610
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

API Reference Price

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12-Nov-2021
13-Aug-2024
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