Synonym
Anonaine, Anonain
IUPAC/Chemical Name
5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline, 6,7,7a,8-tetrahydro-, (R)-
InChi Key
VZTUKBKUWSHDFM-CYBMUJFWSA-N
InChi Code
1S/C17H15NO2/c1-2-4-12-10(3-1)7-13-15-11(5-6-18-13)8-14-17(16(12)15)20-9-19-14/h1-4,8,13,18H,5-7,9H2/t13-/m1/s1
SMILES Code
c1ccc-2c(c1)C[C@@H]3c4c2c5c(cc4CCN3)OCO5
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
265.31
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: Li HT, Wu HM, Chen HL, Liu CM, Chen CY. The pharmacological activities of (-)-anonaine. Molecules. 2013 Jul 12;18(7):8257-63. doi: 10.3390/molecules18078257. Review. PubMed PMID: 23857128.
2: Chen BH, Chang HW, Huang HM, Chong IW, Chen JS, Chen CY, Wang HM. (-)-Anonaine induces DNA damage and inhibits growth and migration of human lung carcinoma h1299 cells. J Agric Food Chem. 2011 Mar 23;59(6):2284-90. doi: 10.1021/jf103488j. Epub 2011 Mar 1. PubMed PMID: 21361287.
3: Chen CY, Liu TZ, Tseng WC, Lu FJ, Hung RP, Chen CH, Chen CH. (-)-Anonaine induces apoptosis through Bax- and caspase-dependent pathways in human cervical cancer (HeLa) cells. Food Chem Toxicol. 2008 Aug;46(8):2694-702. doi: 10.1016/j.fct.2008.04.024. Epub 2008 Apr 27. PubMed PMID: 18524447.
4: Lee JJ, Jin CM, Kim YK, Ryu SY, Lim SC, Lee MK. Effects of anonaine on dopamine biosynthesis and L-DOPA-induced cytotoxicity in PC12 cells. Molecules. 2008 Feb 27;13(2):475-87. PubMed PMID: 18305432.
5: Valiente M, D'Ocon P, Noguera MA, Cassels BK, Lugnier C, Ivorra MD. Vascular activity of (-)-anonaine, (-)-roemerine and (-)-pukateine, three natural 6a(R)-1,2-methylenedioxyaporphines with different affinities for alpha1-adrenoceptor subtypes. Planta Med. 2004 Jul;70(7):603-9. PubMed PMID: 15254852.
