Synonym
Atherosperminine; NSC-93678; NSC93678; NSC 93678;
IUPAC/Chemical Name
2-(3,4-dimethoxyphenanthren-1-yl)-N,N-dimethylethan-1-amine
InChi Key
UZZFAUDNCIFFPM-UHFFFAOYSA-N
InChi Code
1S/C20H23NO2/c1-21(2)12-11-15-13-18(22-3)20(23-4)19-16-8-6-5-7-14(16)9-10-17(15)19/h5-10,13H,11-12H2,1-4H3
SMILES Code
COC1=C(OC)C2=C3C=CC=CC3=CC=C2C(CCN(C)C)=C1
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
309.41
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: Bhattacharya SK, Bose R, Ghosh P, Tripathi VJ, Ray AB, Dasgupta B. Psychopharmacological studies on (--)-nuciferine and its Hofmann degradation product atherosperminine. Psychopharmacology (Berl). 1978 Sep 15;59(1):29-33. doi: 10.1007/BF00428026. PMID: 100809.
2: Nasrullah AA, Zahari A, Mohamad J, Awang K. Antiplasmodial alkaloids from the bark of Cryptocarya nigra (Lauraceae). Molecules. 2013 Jul 8;18(7):8009-17. doi: 10.3390/molecules18078009. PMID: 23884132; PMCID: PMC6269652.
3: Chen KS, Ko FN, Teng CM, Wu YC. Antiplatelet of vasorelaxing actions of some benzylisoquinoline and phenanthrene alkaloids. J Nat Prod. 1996 May;59(5):531-4. doi: 10.1021/np960354x. PMID: 8778245.
4: Lin CH, Ko FN, Wu YC, Lu ST, Teng CM. The relaxant actions on guinea-pig trachealis of atherosperminine isolated from Fissistigma glaucescens. Eur J Pharmacol. 1993 Jun 11;237(1):109-16. doi: 10.1016/0014-2999(93)90099-4. PMID: 8395388.
5: Wan Othman WNN, Liew SY, Khaw KY, Murugaiyah V, Litaudon M, Awang K. Cholinesterase inhibitory activity of isoquinoline alkaloids from three Cryptocarya species (Lauraceae). Bioorg Med Chem. 2016 Sep 15;24(18):4464-4469. doi: 10.1016/j.bmc.2016.07.043. Epub 2016 Jul 21. PMID: 27492195.
6: Campos LM, Lemos ASO, Diniz IOM, Carvalho LA, Silva TP, Dib PRB, Hottz ED, Chedier LM, Melo RCN, Fabri RL. Antifungal Annona muricata L. (soursop) extract targets the cell envelope of multi-drug resistant Candida albicans. J Ethnopharmacol. 2023 Jan 30;301:115856. doi: 10.1016/j.jep.2022.115856. Epub 2022 Oct 22. PMID: 36280018.
7: Jow GM, Wu YC, Guh JH, Teng CM. Armepavine oxalate induces cell death on CCRF-CEM leukemia cell line through an apoptotic pathway. Life Sci. 2004 Jun 18;75(5):549-57. doi: 10.1016/j.lfs.2003.12.017. PMID: 15158365.
8: Leboeuf M, Legueut C, Cavé A, Desconclois JF, Forgacs P, Jacquemin H. Alcaloïdes des Annonacées XXIX1: Alcaloïdes de l'Annona muricata L [Alkaloids of Annonaceae. XXIX. Alkaloids of Annona muricata]. Planta Med. 1981 May;42(1):37-44. German. doi: 10.1055/s-2007-971543. PMID: 17401878.
9: Faiz M, Zahari A, Awang K, Hussin H. Corrosion inhibition on mild steel in 1 M HCl solution by Cryptocarya nigra extracts and three of its constituents (alkaloids). RSC Adv. 2020 Feb 12;10(11):6547-6562. doi: 10.1039/c9ra05654h. PMID: 35496024; PMCID: PMC9049698.