Synonym
Rhetsinine; NSC-258315; NSC258315; NSC 258315;
IUPAC/Chemical Name
2-(2-(methylamino)benzoyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-one
InChi Key
RAEOYMOPVHBBKE-UHFFFAOYSA-N
InChi Code
1S/C19H17N3O2/c1-20-15-8-4-3-7-14(15)18(23)22-11-10-13-12-6-2-5-9-16(12)21-17(13)19(22)24/h2-9,20-21H,10-11H2,1H3
SMILES Code
CNC1=CC=CC=C1C(=O)N2CCC3=C(NC4=CC=CC=C34)C2=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
319.36
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: Kato A, Yasuko H, Goto H, Hollinshead J, Nash RJ, Adachi I. Inhibitory effect of rhetsinine isolated from Evodia rutaecarpa on aldose reductase activity. Phytomedicine. 2009 Mar;16(2-3):258-61. doi: 10.1016/j.phymed.2007.04.008. Epub 2007 May 10. PMID: 17498942.
2: Su XL, Xu S, Shan Y, Yin M, Chen Y, Feng X, Wang QZ. Three new quinazolines from Evodia rutaecarpa and their biological activity. Fitoterapia. 2018 Jun;127:186-192. doi: 10.1016/j.fitote.2018.02.003. Epub 2018 Feb 14. PMID: 29454021.
3: Minehira D, Takeda D, Urata H, Kato A, Adachi I, Wang X, Matsuya Y, Sugimoto K, Takemura M, Endo S, Matsunaga T, Hara A, Koseki J, Narukawa K, Hirono S, Toyooka N. Design, synthesis, and biological evaluation of novel (1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic acids as selective inhibitors for AKR1B1. Bioorg Med Chem. 2012 Jan 1;20(1):356-67. doi: 10.1016/j.bmc.2011.10.073. Epub 2011 Nov 3. PMID: 22104435.
4: Yamazaki M, Kawana T. [Isolation of hydroxyevodiamine (rhetsinine) from the fruits of Evodia rutaecarpa Hook fil. et Thomson]. Yakugaku Zasshi. 1967 May;87(5):608-10. Japanese. doi: 10.1248/yakushi1947.87.5_608. PMID: 5624509.
5: Zhou Z, Wang D, Luo D, Zhou Z, Liu W, Zeng W, Dinnyés A, Xiong YL, Sun Q. Non-covalent binding of chlorogenic acid to myofibrillar protein improved its bio-functionality properties and metabolic fate. Food Chem. 2024 May 15;440:138208. doi: 10.1016/j.foodchem.2023.138208. Epub 2023 Dec 15. PMID: 38159322.