A growth hormone secretagogue and GHS-R1a agonist
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Ipamorelin (acetate)

Item No. 39813

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methylalanyl-L-histidyl-3-(2-naphthalenyl)-D-alanyl-D-phenylalanyl-L-lysinamide, acetate
Synonyms
  • Aib-His-D-2-Nal-D-Phe-Lys-NH2
  • NNC 26-0161
Molecular Formula
C38H49N9O5 • XC2H4O2
Formula Weight
711.9
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C(N[C@@H](C(N[C@H](C(N)=O)CCCCN)=O)CC1=CC=CC=C1)[C@H](NC([C@@H](NC(C(N)(C)C)=O)CC2=CN=CN2)=O)CC3=CC(C=CC=C4)=C4C=C3.CC(O)=O
InChi Code
InChI=1S/C38H49N9O5.C2H4O2/c1-38(2,41)37(52)47-32(21-28-22-42-23-43-28)36(51)46-31(20-25-15-16-26-12-6-7-13-27(26)18-25)35(50)45-30(19-24-10-4-3-5-11-24)34(49)44-29(33(40)48)14-8-9-17-39;1-2(3)4/h3-7,10-13,15-16,18,22-23,29-32H,8-9,14,17,19-21,39,41H2,1-2H3,(H2,40,48)(H,42,43)(H,44,49)(H,45,50)(H,46,51)(H,47,52);1H3,(H,3,4)/t29-,30+,31+,32-;/m0./s1
InChi Key
LEAUURKOJDDXDT-GXYURGKRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $74

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    10 mg

    $96

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    25 mg

    $219

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Ipamorelin is a pentapeptide growth hormone secretagogue (GHS) and GHS receptor 1a (GHS-R1a) agonist.1,2 It binds to COS-7 cells expressing GHS-R1a (Ki = 63.4 nM), induces inositol-1,4,5-triphosphate (IP3) accumulation in BHK cells expressing GHS-R1a (EC50 = 46.9 nM), and induces GH release in primary rat pituitary cells (EC50 = 1.3 nM).1 Ipamorelin increases plasma levels of GH in rats and pigs (ED50s = 80 and 2.3 nmol/kg, respectively) but does not increase plasma levels of follicle-stimulating hormone (FSH), luteinizing hormone (LH), prolactin, or thyroid stimulating hormone (TSH) in pigs when administered at a dose of 420 nmol/kg.2 It increases gastric emptying in a rat model of postoperative ileus induced by laparotomy and intestinal manipulation when administered at doses of 0.014 or 0.14 µmol/kg.3 Ipamorelin (18-450 µg/animal) increases body weight and longitudinal bone growth in rats.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hansen, B.S., Raun, K., Nielsen, K.K., et al. Pharmacological characterisation of a new oral GH secretagogue, NN703. Eur. J. Endocrinol. 141(2), 180-189 (1999).

    2. Raun, K., Hansen, B.S., Johansen, N.L., et al. Ipamorelin, the first selective growth hormone secretagogue. Eur. J. Endocrinol. 139(5), 552-561 (1998).

    3. Greenwood-Van Meerveld, B., Tyler, K., Mohammadi, E., et al. Efficacy of ipamorelin, a ghrelin mimetic, on gastric dysmotility in a rodent model of postoperative ileus. J. Exp. Pharmacol. 4, 149-155 (2012).

    4. Johansen, P.B., Nowak, J., Skjaerbaek, C., et al. Ipamorelin, a new growth-hormone-releasing peptide, induces longitudinal bone growth in rats. Growth Horm. IGF Res. 9(2), 106-113 (1999).