MedKoo Cat#: 145787 | Name: Atherosperminine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Atherosperminine is a naturally occurring alkaloid isolated from plants, particularly from Atherosperma moschatum, an evergreen tree native to Australia. It belongs to the class of compounds known as indole alkaloids. Atherosperminine has been studied for its potential pharmacological effects, including anti-inflammatory and anti-cancer properties. It has shown activity against certain types of cancer cells in laboratory studies, but more research is required to assess its full therapeutic potential.

Chemical Structure

Atherosperminine
Atherosperminine
CAS#5531-98-6

Theoretical Analysis

MedKoo Cat#: 145787

Name: Atherosperminine

CAS#: 5531-98-6

Chemical Formula: C20H23NO2

Exact Mass: 309.1700

Molecular Weight: 309.41

Elemental Analysis: C, 77.64; H, 7.49; N, 4.53; O, 10.34

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
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
More Info

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.

Recalculate based on batch purity %
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.