A partial agonist of MT1 and MT2
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

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 (Request formulation change)
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
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $44

    Add

    5 mg

    $198

    Add

    10 mg

    $329

    Add
    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).