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(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoic acid

HCID 448080
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Basic information

CAS
160295-81-8
Standard SMILES
CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)Cc1ccccc1)C(=O)N[C@H](C(=O)O)C(C)C
InChIKey
PQGCYSRGXCORLN-RJXLGPPMSA-N
Molecular formula
C53H79N13O10
Average molar mass
1,058.3 g/mol
Monoisotopic mass
1,057.60728577

Names & identifiers

Preferred name
(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoic acid
IUPAC
(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoic acid
English name
H-PHE-LEU-TRP-GLY-PRO-ARG-ALA-LEU-VAL-OH
Molecular formula
C53H79N13O10
Molecular weight
1058.28

Names & synonyms

160295-81-8H-Phe-Leu-Trp-Gly-Pro-Arg-Ala-Leu-Val-OHMAGE-3 (271-279)(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoic acidL-Valine,L-phenylalanyl-L-leucyl-L-tryptophylglycyl-L-prolyl-L-arginyl-L-alanyl-L-leucyl-MAGE-3 ANTIGEN (271-279) (HUMAN)H-FLWGPRALV-OHorb1984729DTXSID10352946(6S,9S,12S,15S)-1-Amino-6-((S)-1-(2-((S)-2-((S)-2-((S)-2-amino-3-phenylPropanamido)-4-methylpentanamido)-3-(1H-indol-3-yl)Propanamido)acetyl)pyrrolidine-2-carboxamido)-1-imino-12-isobutyl-15-isoPropyl-9-methyl-7,10,13-trioxo-2,8,11,14-tetraazahexadecan-16-oic acidHY-P2524AKOS030525582
Show more names
FLWGPRALVH2N-FLWGPRALV-OHMAGE-3 HUMAN (271-279)MAGE-3 (271-279) - 1 mgPHE-LEU-TRP-GLY-PRO-ARG-ALA-LEU-VALPHE-LEU-TRP-GLY-PRO-ARG-ALA-LEU-VAL: FLWGPRALVMELANOMA-ASSOCIATED ANTIGEN 3 (271-279) (HUMAN)
FM109069CS-0135068T39067MAGE-3 Antigen (271-279) (human) trifluoroacetate saltMelanoma Antigen Gene-encoding Fragment 3 (271-279), humanL-aValine, L-aphenylalanyl-aL-aleucyl-aL-atryptophylglycyl-aL-aprolyl-aL-aarginyl-aL-aalanyl-aL-aleucyl-L-Phenylalanyl-L-leucyl-L-tryptophylglycyl-L-prolyl-N~5~-(diaminomethylidene)-L-ornithyl-L-alanyl-L-leucyl-L-valine

Database identifiers

CAS
160295-81-8
PubChem CID
448080
DTXSID
DTXSID10352946
Nikkaji
J2.044.506H

Properties

Computed structural properties

XLogP
0.2
Topological polar surface area
368 Ų
Hydrogen bond donors
12
Hydrogen bond acceptors
12
Rotatable bonds
29
Heavy atoms
76
Formal charge
0
Complexity
2,010

Physicochemical properties

Density
1.36 · 1.36±0.1 g/cm3(Predicted)
storage temp.
-15 °C · -15°C
pka
3.37 · 3.37±0.10(Predicted)
Sequence
Phe-Leu-Trp-Gly-Pro-Arg-Ala-Leu-Val

Chemistry & industry

Applications · 1 item

UsesMAGE-3 (271-279) is a 271-279 residue peptide derived from melanoma antigens encoded by MAGE-3. MAGE-3 is a cytolytic T lymphocyte (CTL)-defined MAGE-3 protein associated with the human leukocyte antigen (HLA)-A2 molecule. MAGE-3 is overexpressed in different human tumor types, including malignant melanoma, but not by normal tissues except for testis and placenta[1].

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