A partial agonist of MT1 and MT2
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5-Methoxycarbonylamino-N-acetyltryptamine

Item No. 39553

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[3-[2-(acetylamino)ethyl]-1H-indol-5-yl]-carbamic acid, methyl ester
CAS Number
190277-13-5
Synonyms
  • GR135531
  • 5-MCA-NAT
  • MCA-NAT
Molecular Formula
C14H17N3O3
Formula Weight
275.3
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Slightly soluble
SMILES
O=C(C)NCCC1=CNC2=C1C=C(NC(OC)=O)C=C2
InChi Code
InChI=1S/C14H17N3O3/c1-9(18)15-6-5-10-8-16-13-4-3-11(7-12(10)13)17-14(19)20-2/h3-4,7-8,16H,5-6H2,1-2H3,(H,15,18)(H,17,19)
InChi Key
MPZVHKLZCUEJFO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $44

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    5 mg

    $198

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    10 mg

    $329

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    Product Description

    5-Methoxycarbonylamino-N-acetyltryptamine (5-MCA-NAT) is a melatonin (Item No. 14427) derivative and a partial agonist of melatonin receptor 1 (MT1) and MT2.1 It inhibits forskolin-induced production of cAMP in CHO cells expressing human MT1 or MT2 (EC50s = 440 and 98 nM, respectively). In vivo, ocular administration of 5-MCA-NAT reduces intraocular pressure in control and DBA/2J glaucomatous mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vincent, L., Cohen, W., Delagrange, P., et al. Molecular and cellular pharmacological properties of 5-methoxycarbonylamino-N-acetyltryptamine (MCA-NAT): A nonspecific MT3 ligand. J. Pineal Res. 48(3), 222-229 (2010).

    2. Martínez-Águila, A., Fonseca, B., Pérez de Lara, M.J., et al. Effect of melatonin and 5-methoxycarbonylamino-N-acetyltryptamine on the intraocular pressure of normal and glaucomatous mice. J. Pharmacol. Exp. Ther. 357(2), 293-299 (2016).