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[Pyr1]-Apelin-13

CAT: 1568-C04146Size: 1 mgDry Ice: NoHazardous: No
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CAT#:1568-C04146Size:1 mg
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CAS Number
217082-60-5
Synonyms
[pGlu1]-Apelin-13
SKU
C04146-1mg
Target
GPR
Applications
GPCR & G Protein
Additionnal Information
[Pyr1]-Apelin-13 is one of the endogenous agonists of the APJ receptor with high binding affinity Kd of 4.5 nM for hAPJ, predominantly found in the myocardium and plasma. It exhibits analgesic effects and improves cardiovascular function, making it a promising candidate for neuropathic pain and heart failure research.

Chemical Information

[Pyr1]apelin-13

P-Glu-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe is a thirteen-membered polypeptide consisting of p-Glu, Arg, Pro, Arg, Leu, Ser, His, Lys, Gly, Pro, Met, Pro and Phe residues joined in sequence. It has a role as a neuroprotective agent, an apoptosis inhibitor and a human metabolite. It is a tautomer of a [Pyr1]apelin-13(2+).

CAS Number217082-60-5
PubChem CID25085173
IUPAC Name(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-1-[2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-1-[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]pentanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]hexanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-4-methylsulfanylbutanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acid
Molecular FormulaC69H108N22O16S
Molecular Weight1533.8
XLogP-5.9
Topological Polar Surface Area618
Hydrogen Bond Donor Count18
Hydrogen Bond Acceptor Count21
Rotatable Bond Count44
Heavy Atom Count108
Formal Charge0
Complexity3160
SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N2CCC[C@H]2C(=O)N[C@@H](CCSC)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H]5CCCN5C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H]6CCC(=O)N6
InChI
InChI=1S/C69H108N22O16S/c1-39(2)32-47(85-57(96)43(17-9-26-76-68(71)72)82-63(102)52-20-12-29-90(52)65(104)45(18-10-27-77-69(73)74)83-58(97)44-22-23-54(93)80-44)59(98)88-50(37-92)61(100)86-48(34-41-35-75-38-79-41)60(99)81-42(16-7-8-25-70)56(95)78-36-55(94)89-28-11-19-51(89)62(101)84-46(24-31-108-3)66(105)91-30-13-21-53(91)64(103)87-49(67(106)107)33-40-14-5-4-6-15-40/h4-6,14-15,35,38-39,42-53,92H,7-13,16-34,36-37,70H2,1-3H3,(H,75,79)(H,78,95)(H,80,93)(H,81,99)(H,82,102)(H,83,97)(H,84,101)(H,85,96)(H,86,100)(H,87,103)(H,88,98)(H,106,107)(H4,71,72,76)(H4,73,74,77)/t42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-/m0/s1
InChIKey
GGMAXEWLXWJGSF-PEWBXTNBSA-N
Chemical Structure
2D Structure
2D structure of [Pyr1]apelin-13
CAS: 217082-60-5
CID: 25085173
Formula: C69H108N22O16S
MW: 1533.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1533.8
XLogP3-5.9
Hydrogen Bond Donor Count18
Hydrogen Bond Acceptor Count21
Rotatable Bond Count44
Exact Mass1532.80343662
Monoisotopic Mass1532.80343662
Topological Polar Surface Area618 Ų
Heavy Atom Count108
Formal Charge0
Complexity3160
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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