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Home Other Building Blocks H-MET-ALA-GLY-PRO-HIS-PRO-VAL-ILE-VAL-ILE-THR-GLY-PRO-HIS-GLU-GLU-OH

H-MET-ALA-GLY-PRO-HIS-PRO-VAL-ILE-VAL-ILE-THR-GLY-PRO-HIS-GLU-GLU-OH

CAS No.:
249537-73-3
Catalog Number:
AG00BERD
Molecular Formula:
C75H118N20O22S
Molecular Weight:
1683.9252
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥95%
1 week
United States
$148
- +
5mg
≥95%
1 week
United States
$469
- +
10mg
≥95%
1 week
United States
$790
- +
25mg
98%
1 week
United States
$1707
- +
Product Description
Catalog Number:
AG00BERD
Chemical Name:
H-MET-ALA-GLY-PRO-HIS-PRO-VAL-ILE-VAL-ILE-THR-GLY-PRO-HIS-GLU-GLU-OH
CAS Number:
249537-73-3
Molecular Formula:
C75H118N20O22S
Molecular Weight:
1683.9252
MDL Number:
MFCD02683959
IUPAC Name:
(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[2-[[(2S,3R)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[(2S)-2-amino-4-methylsulfanylbutanoyl]amino]propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-carboxybutanoyl]amino]pentanedioic acid
InChI:
InChI=1S/C75H118N20O22S/c1-12-39(7)59(90-70(111)57(37(3)4)88-68(109)52-19-16-27-95(52)74(115)49(30-44-32-78-36-82-44)87-67(108)51-18-15-26-94(51)53(97)33-79-62(103)41(9)83-63(104)45(76)24-28-118-11)72(113)89-58(38(5)6)71(112)91-60(40(8)13-2)73(114)92-61(42(10)96)69(110)80-34-54(98)93-25-14-17-50(93)66(107)86-48(29-43-31-77-35-81-43)65(106)84-46(20-22-55(99)100)64(105)85-47(75(116)117)21-23-56(101)102/h31-32,35-42,45-52,57-61,96H,12-30,33-34,76H2,1-11H3,(H,77,81)(H,78,82)(H,79,103)(H,80,110)(H,83,104)(H,84,106)(H,85,105)(H,86,107)(H,87,108)(H,88,109)(H,89,113)(H,90,111)(H,91,112)(H,92,114)(H,99,100)(H,101,102)(H,116,117)/t39-,40-,41-,42+,45-,46-,47-,48-,49-,50-,51-,52-,57-,58-,59-,60-,61-/m0/s1
InChI Key:
QPMHUXBSHGAVGD-MCDIZDEASA-N
SMILES:
CSCCC(C(=O)NC(C(=O)NCC(=O)N1CCCC1C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CCC(=O)O)CCC(=O)O)Cc1[nH]cnc1)C(O)C)C(CC)C)C(C)C)C(CC)C)C(C)C)Cc1[nH]cnc1)C)N
Properties
Complexity:
3550  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
17  
Defined Bond Stereocenter Count:
0
Exact Mass:
1682.845g/mol
Formal Charge:
0
Heavy Atom Count:
118  
Hydrogen Bond Acceptor Count:
26  
Hydrogen Bond Donor Count:
19  
Isotope Atom Count:
0
Molecular Weight:
1683.947g/mol
Monoisotopic Mass:
1682.845g/mol
Rotatable Bond Count:
48  
Topological Polar Surface Area:
651A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.6  
Literature
Title Journal
NGF upregulates the plasminogen activation inhibitor-1 in neurons via the calcineurin/NFAT pathway and the Down syndrome-related proteins DYRK1A and RCAN1 attenuate this effect. PloS one 20130101
Regulation of ITAM adaptor molecules and their receptors by inhibition of calcineurin-NFAT signalling during late stage osteoclast differentiation. Biochemical and biophysical research communications 20121019
Calcineurin (CN) activation promotes apoptosis of glomerular podocytes both in vitro and in vivo. Molecular endocrinology (Baltimore, Md.) 20110801
NFAT2 is an essential mediator of orthopedic particle-induced osteoclastogenesis. Journal of orthopaedic research : official publication of the Orthopaedic Research Society 20081201
NFATc1 targets cyclin A in the regulation of vascular smooth muscle cell multiplication during restenosis. The Journal of biological chemistry 20080926
Deafferentation-induced activation of NFAT (nuclear factor of activated T-cells) in cochlear nucleus neurons during a developmental critical period: a role for NFATc4-dependent apoptosis in the CNS. The Journal of neuroscience : the official journal of the Society for Neuroscience 20080319
Dectin-1 stimulation by Candida albicans yeast or zymosan triggers NFAT activation in macrophages and dendritic cells. Journal of immunology (Baltimore, Md. : 1950) 20070301
Therapeutic potential of VIVIT, a selective peptide inhibitor of nuclear factor of activated T cells, in cardiovascular disorders. Cardiovascular drug reviews 20070101
Therapeutic potential of a synthetic peptide inhibitor of nuclear factor of activated T cells as antirestenotic agent. Arteriosclerosis, thrombosis, and vascular biology 20060701
Calcium-dependent expression of TNF-alpha in neural cells is mediated by the calcineurin/NFAT pathway. Molecular and cellular neurosciences 20060401
Blockade of nuclear factor of activated T cells activation signaling suppresses balloon injury-induced neointima formation in a rat carotid artery model. The Journal of biological chemistry 20050415
A new cell-permeable peptide allows successful allogeneic islet transplantation in mice. Nature medicine 20040301
Calcineurin-independent regulation of plasma membrane Ca2+ ATPase-4 in the vascular smooth muscle cell cycle. American journal of physiology. Cell physiology 20030701
Intracellular delivery of glutathione S-transferase into mammalian cells. Biochemical and biophysical research communications 20030606
NFAT transcription factors are critical survival factors that inhibit cardiomyocyte apoptosis during phenylephrine stimulation in vitro. Circulation research 20030418
Properties