Synonym
Moschamine; N-feruloylserotonin; N-feruloyl Serotonin; Nferuloylserotonin; N feruloylserotonin; N-f-5HT; Nf5HT; N f 5HT
IUPAC/Chemical Name
(E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
InChi Key
WGHKJYWENWLOMY-XVNBXDOJSA-N
InChi Code
InChI=1S/C20H20N2O4/c1-26-19-10-13(2-6-18(19)24)3-7-20(25)21-9-8-14-12-22-17-5-4-15(23)11-16(14)17/h2-7,10-12,22-24H,8-9H2,1H3,(H,21,25)/b7-3+
SMILES Code
O=C(NCCC1=CNC2=C1C=C(O)C=C2)/C=C/C3=CC=C(O)C(OC)=C3
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Moschamine inhibits the activation of transcription factor NF-κB, and suppresses AP-1 and STAT1/3 activation.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
352.39
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Xia C, Tong X. Moschamine-Related Indole Alkaloids. Alkaloids Chem Biol. 2018;79:139-189. doi: 10.1016/bs.alkal.2017.12.004. Review. PubMed PMID: 29455835.
2: Jo AR, Han HS, Seo S, Shin JS, Lee JY, Kim HJ, Lee KT. Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages. Bioorg Med Chem Lett. 2017 Dec 1;27(23):5245-5251. doi: 10.1016/j.bmcl.2017.10.035. Epub 2017 Oct 18. PubMed PMID: 29102229.
3: Alexiou GA, Lazari D, Markopoulos G, Vartholomatos E, Hodaj E, Galani V, Kyritsis AP. Moschamine inhibits proliferation of glioblastoma cells via cell cycle arrest and apoptosis. Tumour Biol. 2017 May;39(5):1010428317705744. doi: 10.1177/1010428317705744. PubMed PMID: 28475011.
4: Liang K, Yang J, Tong X, Shang W, Pan Z, Xia C. Biomimetic Synthesis of Moschamine-Related Indole Alkaloids via Iron-Catalyzed Selectively Oxidative Radical Coupling. Org Lett. 2016 Mar 18;18(6):1474-7. doi: 10.1021/acs.orglett.6b00417. Epub 2016 Mar 7. PubMed PMID: 26949004.
5: Park JB. Synthesis, biological activities and bioavailability of moschamine, a safflomide-type phenylpropenoic acid amide found in Centaurea cyanus. Nat Prod Res. 2012;26(16):1465-72. doi: 10.1080/14786419.2011.562207. Epub 2011 Oct 6. PubMed PMID: 21978225.
