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Exendin (5-39)

CAT: 0804-HY-P2497-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-P2497-01Size:5 mg
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Description
Exendin (5-39) is a potent glucagon-like peptide 1 (GLP-1) receptor antagonist. Exendin (5-39) improves memory impairment in β-amyloid protein-treated rats[1].
CAS Number
196109-27-0
UNSPSC
12352209
Target
GCGR
Type
Peptides
Related Pathways
GPCR/G Protein
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/exendin-5-39.html
Purity
99.43
Solubility
H2O : ≥ 32.5 mg/mL
Smiles
O=C(N[C@@H](CC1=CC=CC=C1)C(N[C@@H]([C@H](O)C)C(N[C@@H](CO)C(N[C@@H](CC(O)=O)C(N[C@@H](CC(C)C)C(N[C@@H](CO)C(N[C@@H](CCCCN)C(N[C@@H](CCC(N)=O)C(N[C@@H](CCSC)C(N[C@@H](CCC(O)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C)C(N[C@@H](C(C)C)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CC(C)C)C(N[C@@H](CC2=CC=CC=C2)C(N[C@@H]([C@@H](C)CC)C(N[C@@H](CCC(O)=O)C(N[C@@H](CC3=CNC4=CC=CC=C34)C(N[C@@H](CC(C)C)C(N[C@@H](CCCCN)C(N[C@@H](CC(N)=O)C(NCC(NCC(N5[C@@H](CCC5)C(N[C@@H](CO)C(N[C@@H](CO)C(NCC(N[C@@H](C)C(N6[C@@H](CCC6)C(N7[C@@H](CCC7)C(N8[C@@H](CCC8)C(N[C@@H](CO)C(N)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)[C@H]([C@H](O)C)N
Molecular Formula
C169H262N44O54S
Molecular Weight
3806.30
References & Citations
[1]Kazuma Kobayashi, et al. Exendin (5-39), an antagonist of GLP-1 receptor, modulates synaptic transmission via glutamate uptake in the dentate gyrus. Brain Res. 2013 Apr 10;1505:1-10.
Shipping Conditions
Blue Ice
Storage Conditions
-80°C, 2 years; -20°C, 1 year (Powder, sealed storage, away from moisture and light, under nitrogen)
Scientific Category
Peptides
Clinical Information
No Development Reported

Chemical Information

Exendin (5-39)
CAS Number196109-27-0
PubChem CID46866279
IUPAC Name(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S,3R)-2-amino-3-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]-3-hydroxybutanoyl]amino]-3-hydroxypropanoyl]amino]-3-carboxypropanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]-5-oxopentanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-carboxybutanoyl]amino]-4-carboxybutanoyl]amino]-5-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S,3S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-4-amino-1-[[2-[[2-[(2S)-2-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]carbamoyl]pyrrolidine-1-carbonyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-oxoethyl]amino]-2-oxoethyl]amino]-1,4-dioxobutan-2-yl]amino]-1-oxohexan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
Molecular FormulaC169H262N44O54S
Molecular Weight3806
XLogP-18.4
Topological Polar Surface Area1590
Hydrogen Bond Donor Count52
Hydrogen Bond Acceptor Count59
Rotatable Bond Count122
Heavy Atom Count268
Formal Charge0
Complexity9180
SMILES
CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(=O)N)C(=O)NCC(=O)NCC(=O)N3CCC[C@H]3C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](C)C(=O)N4CCC[C@H]4C(=O)N5CCC[C@H]5C(=O)N6CCC[C@H]6C(=O)N[C@@H](CO)C(=O)N)NC(=O)[C@H](CC7=CC=CC=C7)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CC8=CC=CC=C8)NC(=O)[C@H]([C@@H](C)O)N
InChI
InChI=1S/C169H262N44O54S/c1-16-87(10)135(164(263)193-104(51-56-131(232)233)148(247)198-111(71-94-74-179-96-39-24-23-38-95(94)96)153(252)195-106(66-83(2)3)150(249)185-98(41-26-28-59-171)143(242)199-112(72-124(173)222)139(238)181-75-125(223)180-77-127(225)210-61-30-43-119(210)160(259)205-117(81-217)159(258)203-115(79-215)140(239)182-76-126(224)183-89(12)166(265)212-63-32-45-121(212)168(267)213-64-33-46-122(213)167(266)211-62-31-44-120(211)161(260)202-114(78-214)137(175)236)208-155(254)109(69-92-34-19-17-20-35-92)197-151(250)107(67-84(4)5)194-144(243)99(42-29-60-178-169(176)177)192-163(262)134(86(8)9)207-138(237)88(11)184-141(240)101(48-53-128(226)227)188-146(245)102(49-54-129(228)229)189-147(246)103(50-55-130(230)231)190-149(248)105(57-65-268-15)191-145(244)100(47-52-123(172)221)187-142(241)97(40-25-27-58-170)186-157(256)116(80-216)204-152(251)108(68-85(6)7)196-154(253)113(73-132(234)235)200-158(257)118(82-218)206-165(264)136(91(14)220)209-156(255)110(70-93-36-21-18-22-37-93)201-162(261)133(174)90(13)219/h17-24,34-39,74,83-91,97-122,133-136,179,214-220H,16,25-33,40-73,75-82,170-171,174H2,1-15H3,(H2,172,221)(H2,173,222)(H2,175,236)(H,180,223)(H,181,238)(H,182,239)(H,183,224)(H,184,240)(H,185,249)(H,186,256)(H,187,241)(H,188,245)(H,189,246)(H,190,248)(H,191,244)(H,192,262)(H,193,263)(H,194,243)(H,195,252)(H,196,253)(H,197,250)(H,198,247)(H,199,242)(H,200,257)(H,201,261)(H,202,260)(H,203,258)(H,204,251)(H,205,259)(H,206,264)(H,207,237)(H,208,254)(H,209,255)(H,226,227)(H,228,229)(H,230,231)(H,232,233)(H,234,235)(H4,176,177,178)/t87-,88-,89-,90+,91+,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,133-,134-,135-,136-/m0/s1
InChIKey
ULKZLNJITZELGU-DCLPRNCFSA-N
Chemical Structure
2D Structure
2D structure of Exendin (5-39)
CAS: 196109-27-0
CID: 46866279
Formula: C169H262N44O54S
MW: 3806
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight3806
XLogP3-18.4
Hydrogen Bond Donor Count52
Hydrogen Bond Acceptor Count59
Rotatable Bond Count122
Exact Mass3804.8862300
Monoisotopic Mass3803.8828752
Topological Polar Surface Area1590 Ų
Heavy Atom Count268
Formal Charge0
Complexity9180
Isotope Atom Count0
Defined Atom Stereocenter Count35
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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