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[Pyr1]-Apelin-13

CAT: 1410-M22309-01Size: 1 EachDry Ice: NoHazardous: No
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Description
[Pyr1]-Apelin-13 is a potent and selective endogenous Apelin receptor (APJ) agonist.[Pyr1]-apelin-13 encapsulation in lipoPEG particles (lipoPEG-PA13) results in sustained and extended drug release under physiological conditions[1].[Pyr1]-apelin-13 nanocarriers in a mouse model of pressure-overload induced heart failure demonstrate a sustainable long-term effect of [Pyr1]-apelin-13 in preventing cardiac dysfunction.
CAS Number
217082-60-5
Stability
≥ 2 years
Purity
>98% (HPLC)
Weight
1533.8
Molecular Formula
C69H108N22O16S
Notes
Research use only, not for human use.
Receptor
Endogenous apelin receptor

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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