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MedKoo Cat#: 145396 | Name: Morindone

Description:

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

Morindone is an anthraquinone. Morindone exhibits a comparable binding affinity towards multitargets of β-catenin, MDM2-p53 and KRAS. Morindone has significant cytotoxicity effect and selectivity activity against colorectal cancer cell lines. Morindone downregulates the gene expression of mutated TP53 and KRAS.

Chemical Structure

Morindone
Morindone
CAS#478-29-5

Theoretical Analysis

MedKoo Cat#: 145396

Name: Morindone

CAS#: 478-29-5

Chemical Formula: C15H10O5

Exact Mass: 270.0528

Molecular Weight: 270.24

Elemental Analysis: C, 66.67; H, 3.73; O, 29.60

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
Morindone;
IUPAC/Chemical Name
1,2,5-trihydroxy-6-methylanthracene-9,10-dione
InChi Key
BATFHSIVMJJJAF-UHFFFAOYSA-N
InChi Code
1S/C15H10O5/c1-6-2-3-7-10(12(6)17)13(18)8-4-5-9(16)15(20)11(8)14(7)19/h2-5,16-17,20H,1H3
SMILES Code
CC1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1O
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 270.24 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: Chee CW, Zamakshshari NH, Lee VS, Abdullah I, Othman R, Lee YK, Mohd Hashim N, Nor Rashid N. Morindone from Morinda citrifolia as a potential antiproliferative agent against colorectal cancer cell lines. PLoS One. 2022 Jul 12;17(7):e0270970. doi: 10.1371/journal.pone.0270970. PMID: 35819953; PMCID: PMC9275698. 2: Chee CW, Mohd Hashim N, Nor Rashid N. Morindone as a potential therapeutic compound targeting TP53 and KRAS mutations in colorectal cancer cells. Chem Biol Interact. 2024 Apr 1;392:110928. doi: 10.1016/j.cbi.2024.110928. Epub 2024 Feb 28. PMID: 38423379. 3: Mohammed A, Ibrahim MA, Tajuddeen N, Aliyu AB, Isah MB. Antidiabetic potential of anthraquinones: A review. Phytother Res. 2020 Mar;34(3):486-504. doi: 10.1002/ptr.6544. Epub 2019 Nov 26. PMID: 31773816. 4: Bhakta D, Siva R. Morindone, an anthraquinone, intercalates DNA sans toxicity: a spectroscopic and molecular modeling perspective. Appl Biochem Biotechnol. 2012 Jun;167(4):885-96. doi: 10.1007/s12010-012-9744-2. Epub 2012 May 26. PMID: 22639367. 5: Chairungsi N, Jumpatong K, Suebsakwong P, Sengpracha W, Phutdhawong W, Buddhasukh D. Electrocoagulation of quinone pigments. Molecules. 2006 Jul 14;11(7):514-22. doi: 10.3390/11070514. PMID: 17971722; PMCID: PMC6148662. 6: Chee CW, Mohd Hashim N, Abdullah I, Nor Rashid N. RNA Sequencing and Bioinformatics Analysis Reveals the Downregulation of DNA Replication Genes by Morindone in Colorectal Cancer Cells. Appl Biochem Biotechnol. 2024 Jun;196(6):3216-3233. doi: 10.1007/s12010-023-04690-9. Epub 2023 Aug 29. PMID: 37642925. 7: Ee GC, Wen YP, Sukari MA, Go R, Lee HL. A new anthraquinone from Morinda citrifolia roots. Nat Prod Res. 2009;23(14):1322-9. doi: 10.1080/14786410902753138. PMID: 19735047. 8: Yao Y, Sun S, Fei F, Wang J, Wang Y, Zhang R, Wu J, Liu L, Liu X, Cui Z, Li Q, Yu M, Dang Y, Wang X. Screening in larval zebrafish reveals tissue-specific distribution of fifteen fluorescent compounds. Dis Model Mech. 2017 Sep 1;10(9):1155-1164. doi: 10.1242/dmm.028811. Epub 2017 Jul 28. PMID: 28754836; PMCID: PMC5611963. 9: Tosa H, Iinuma M, Asai F, Tanaka T, Nozaki H, Ikeda S, Tsutsui K, Tsutsui K, Yamada M, Fujimori S. Anthraquinones from Neonauclea calycina and their inhibitory activity against DNA topoisomerase II. Biol Pharm Bull. 1998 Jun;21(6):641-2. doi: 10.1248/bpb.21.641. PMID: 9657055. 10: Mehallah H, Djebli N, Ngoc Khanh P, Xuan Ha N, Thi Ha V, Thu Huong T, Dinh Tung D, Manh Cuong N. In silico and in vivo study of anti-inflammatory activity of Morinda longissima (Rubiaceae) extract and phytochemicals for treatment of inflammation-mediated diseases. J Ethnopharmacol. 2024 Jun 28;328:118051. doi: 10.1016/j.jep.2024.118051. Epub 2024 Mar 16. PMID: 38493905. 11: Rajivgandhi G, Saravanan K, Ramachandran G, Li JL, Yin L, Quero F, Alharbi NS, Kadaikunnan S, Khaled JM, Manoharan N, Li WJ. Enhanced anti-cancer activity of chitosan loaded Morinda citrifolia essential oil against A549 human lung cancer cells. Int J Biol Macromol. 2020 Dec 1;164:4010-4021. doi: 10.1016/j.ijbiomac.2020.08.169. Epub 2020 Aug 24. PMID: 32853609. 12: Ali AM, Ismail NH, Mackeen MM, Yazan LS, Mohamed SM, Ho AS, Lajis NH. Antiviral, cyototoxic and antimicrobial activities of anthraquinones isolated from the roots of morinda elliptica. Pharm Biol. 2000;38(4):298-301. doi: 10.1076/1388-0209(200009)3841-AFT298. PMID: 21214480. 13: Kamiya K, Hamabe W, Harada S, Murakami R, Tokuyama S, Satake T. Chemical constituents of Morinda citrifolia roots exhibit hypoglycemic effects in streptozotocin-induced diabetic mice. Biol Pharm Bull. 2008 May;31(5):935-8. doi: 10.1248/bpb.31.935. PMID: 18451522. 14: Bhakta D, Siva R. Amelioration of oxidative stress in bio-membranes and macromolecules by non-toxic dye from Morinda tinctoria (Roxb.) roots. Food Chem Toxicol. 2012 Jun;50(6):2062-9. doi: 10.1016/j.fct.2012.03.045. Epub 2012 Mar 29. PMID: 22487463. 15: Flowers TH, Smith MJ, Brunton J. Colouring of Pacific barkcloths: identification of the brown, red and yellow colourants used in the decoration of historic Pacific barkcloths. Herit Sci. 2019;7(1):2. doi: 10.1186/s40494-018-0243-9. Epub 2019 Jan 9. PMID: 31258912; PMCID: PMC6559149. 16: Rahman MM. Evaluation of Hymenodictyon excelsum Phytochemical's Therapeutic Value Against Prostate Cancer by Molecular Docking Study. Jundishapur J Nat Pharm Prod. 2015 Feb 20;10(1):e18216. doi: 10.17795/jjnpp-18216. PMID: 25866716; PMCID: PMC4377060. 17: Borroto J, Salazar R, Pérez A, Quiros Y, Hernandez M, Waksman N, Trujillo R. Antimicrobial activity of the dichloromethane extract from in vitro cultured roots of Morinda royoc and its main constituents. Nat Prod Commun. 2010 May;5(5):809-10. PMID: 20521552. 18: Cuong NM, Huong TT, Son NT, Cuong TD, Van DT, Khanh PN, Ha VT, Tram NC, Long PQ, Kim YH. Morinlongosides A-C, Two New Naphthalene Glycoside and a New Iridoid Glycoside from the Roots of Morinda longissima. Chem Pharm Bull (Tokyo). 2016;64(8):1230-4. doi: 10.1248/cpb.c15-01039. PMID: 27477665.