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MedKoo Cat#: 145378 | Name: Homolycorine

Description:

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

Homolycorine is a lycoris radiata alkaloid.

Chemical Structure

Homolycorine
Homolycorine
CAS#477-20-3

Theoretical Analysis

MedKoo Cat#: 145378

Name: Homolycorine

CAS#: 477-20-3

Chemical Formula: C18H21NO4

Exact Mass: 315.1471

Molecular Weight: 315.37

Elemental Analysis: C, 68.55; H, 6.71; N, 4.44; O, 20.29

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.
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Related CAS #
No Data
Synonym
Homolycorine; Narcipoetine;
IUPAC/Chemical Name
(5aR,11bS,11cS)-9,10-dimethoxy-1-methyl-2,3,5,5a,11b,11c-hexahydroisochromeno[3,4-g]indol-7(1H)-one
InChi Key
WXZAKVLYZHWSNF-KBRIMQKVSA-N
InChi Code
1S/C18H21NO4/c1-19-7-6-10-4-5-13-16(17(10)19)11-8-14(21-2)15(22-3)9-12(11)18(20)23-13/h4,8-9,13,16-17H,5-7H2,1-3H3/t13-,16-,17-/m1/s1
SMILES Code
COC1=C(OC)C=C2C(=O)O[C@@H]3CC=C4CCN(C)[C@H]4[C@@H]3C2=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 315.37 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
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Epub 2024 Mar 29. PMID: 38579643. 5: Sun S, Wei Y, Cao Y, Deng B. Simultaneous electrochemiluminescence determination of galanthamine, homolycorine, lycorenine, and tazettine in Lycoris radiata by capillary electrophoresis with ultrasonic-assisted extraction. J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Jun 15;1055-1056:15-19. doi: 10.1016/j.jchromb.2017.04.020. Epub 2017 Apr 14. PMID: 28441543. 6: Masi M, Di Lecce R, Mérindol N, Girard MP, Berthoux L, Desgagné-Penix I, Calabrò V, Evidente A. Cytotoxicity and Antiviral Properties of Alkaloids Isolated from Pancratium maritimum. Toxins (Basel). 2022 Apr 7;14(4):262. doi: 10.3390/toxins14040262. PMID: 35448871; PMCID: PMC9029599. 7: Sancha SAR, Gomes AV, Loureiro JB, Saraiva L, Ferreira MJU. Amaryllidaceae- Type Alkaloids from Pancratium maritimum: Apoptosis-Inducing Effect and Cell Cycle Arrest on Triple-Negative Breast Cancer Cells. Molecules. 2022 Sep 6;27(18):5759. doi: 10.3390/molecules27185759. PMID: 36144504; PMCID: PMC9501014. 8: UYEO S, KITAGAWA T, YAMAMOTO Y. OXIDATION OF THE HYDROGENATION PRODUCTS OF LYCORENINE AND HOMOLYCORINE. Chem Pharm Bull (Tokyo). 1964 Apr;12:408-12. doi: 10.1248/cpb.12.408. PMID: 14187036. 9: Hulcová D, Breiterová K, Siatka T, Klímová K, Davani L, Šafratová M, Hošťálková A, De Simone A, Andrisano V, Cahlíková L. Amaryllidaceae Alkaloids as Potential Glycogen Synthase Kinase-3β Inhibitors. Molecules. 2018 Mar 21;23(4):719. doi: 10.3390/molecules23040719. PMID: 29561817; PMCID: PMC6017564. 10: Liu ZM, Huang XY, Cui MR, Zhang XD, Chen Z, Yang BS, Zhao XK. Amaryllidaceae alkaloids from the bulbs of Lycoris radiata with cytotoxic and anti-inflammatory activities. Fitoterapia. 2015 Mar;101:188-93. doi: 10.1016/j.fitote.2015.01.003. Epub 2015 Jan 14. PMID: 25596094. 11: Berkov S, Bastida J, Sidjimova B, Viladomat F, Codina C. Alkaloid diversity in Galanthus elwesii and Galanthus nivalis. Chem Biodivers. 2011 Jan;8(1):115-30. doi: 10.1002/cbdv.200900380. PMID: 21259423. 12: Huang SD, Zhang Y, He HP, Li SF, Tang GH, Chen DZ, Cao MM, DI YT, Hao XJ. A new Amaryllidaceae alkaloid from the bulbs of Lycoris radiata. Chin J Nat Med. 2013 Jul;11(4):406-10. doi: 10.1016/S1875-5364(13)60060-6. PMID: 23845551; PMCID: PMC7129748. 13: Šafratová M, Křoustková J, Maafi N, Suchánková D, Vrabec R, Chlebek J, Kuneš J, Opletal L, Bucar F, Cahlíková L. Amaryllidaceae Alkaloids from Clivia miniata (Lindl.) Bosse (Amaryllidaceae): Isolation, Structural Elucidation, and Biological Activity. Plants (Basel). 2022 Nov 10;11(22):3034. doi: 10.3390/plants11223034. PMID: 36432763; PMCID: PMC9692855. 14: Giordani RB, de Andrade JP, Verli H, Dutilh JH, Henriques AT, Berkov S, Bastida J, Zuanazzi JA. Alkaloids from Hippeastrum morelianum Lem. (Amaryllidaceae). Magn Reson Chem. 2011 Oct;49(10):668-72. doi: 10.1002/mrc.2794. Epub 2011 Sep 6. PMID: 21898585. 15: Zhan G, Gao B, Zhou J, Liu T, Zheng G, Jin Z, Yao G. Structurally diverse alkaloids with nine frameworks from Zephyranthes candida and their acetylcholinesterase inhibitory and anti-inflammatory activities. Phytochemistry. 2023 Mar;207:113564. doi: 10.1016/j.phytochem.2022.113564. Epub 2022 Dec 16. PMID: 36535411. 16: Aleya F, Xianmin C, Anthony H, Meriel J. Relative expression of putative genes involved in galanthamine and other Amaryllidaceae alkaloids biosynthesis in Narcissus field and in vitro tissues. Gene. 2021 Mar 30;774:145424. doi: 10.1016/j.gene.2021.145424. Epub 2021 Jan 9. PMID: 33434626. 17: Ortiz JE, Pigni NB, Andujar SA, Roitman G, Suvire FD, Enriz RD, Tapia A, Bastida J, Feresin GE. Alkaloids from Hippeastrum argentinum and Their Cholinesterase-Inhibitory Activities: An in Vitro and in Silico Study. J Nat Prod. 2016 May 27;79(5):1241-8. doi: 10.1021/acs.jnatprod.5b00785. Epub 2016 Apr 20. PMID: 27096334. 18: Szlávik L, Gyuris A, Minárovits J, Forgo P, Molnár J, Hohmann J. Alkaloids from Leucojum vernum and antiretroviral activity of Amaryllidaceae alkaloids. Planta Med. 2004 Sep;70(9):871-3. doi: 10.1055/s-2004-827239. PMID: 15386196. 19: Shitara N, Hirasawa Y, Hasumi S, Sasaki T, Matsumoto M, Wong CP, Kaneda T, Asakawa Y, Morita H. Four new Amaryllidaceae alkaloids from Zephyranthes candida. J Nat Med. 2014 Jul;68(3):610-4. doi: 10.1007/s11418-014-0819-y. Epub 2014 Feb 14. PMID: 24526460. 20: Ptak A, Morańska E, Warchoł M, Gurgul A, Skrzypek E, Dziurka M, Laurain- Mattar D, Spina R, Jaglarz A, Simlat M. Endophytic bacteria from in vitro culture of Leucojum aestivum L. a new source of galanthamine and elicitor of alkaloid biosynthesis. Sci Rep. 2022 Aug 11;12(1):13700. doi: 10.1038/s41598-022-17992-5. PMID: 35953692; PMCID: PMC9371375.