Acridone
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Hodoodo CAT#: H591008

CAS#: 578-95-0

Description: Acridone is an organic compound based on the acridine skeleton, with a carbonyl group at the 9 position. It may be synthesized by the self-condensation of N-phenylanthranilic acid. acridone could induce cell apoptosis, inhibited ABCG2 (ATP-binding cassette sub-family G member 2) protein and adjusted hormone level.

Chemical Structure

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Acridone
CAS# 578-95-0
Instruction

Theoretical Analysis

Hodoodo Cat#: H591008
Name: Acridone
CAS#: 578-95-0
Chemical Formula: C13H9NO
Exact Mass: 195.07
Molecular Weight: 195.220
Elemental Analysis: C, 79.98; H, 4.65; N, 7.17; O, 8.20

Price and Availability

Size Price Availability Quantity
5g USD 250 2 Weeks
25g USD 450 2 Weeks
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Synonym: Acridone;

IUPAC/Chemical Name: Acridin-9(10H)-one

InChi Key: FZEYVTFCMJSGMP-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H9NO/c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13/h1-8H,(H,14,15)

SMILES Code: O=C1C2=C(C=CC=C2)NC3=CC=CC=C13

Appearance: Solid powder

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: >2 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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 195.22 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Xia YF, Chu HJ, Kuang GF, Jiang GJ, Che YC. Inhibition effects of acridone on the growth of breast cancer cells in vivo. Eur Rev Med Pharmacol Sci. 2018 Apr;22(8):2356-2363. doi: 10.26355/eurrev_201804_14827. PubMed PMID: 29762857.

2: Piboonprai K, Khumkhrong P, Khongkow M, Yata T, Ruangrungsi N, Chansriniyom C, Iempridee T. Anticancer activity of arborinine from Glycosmis parva leaf extract in human cervical cancer cells. Biochem Biophys Res Commun. 2018 Jun 12;500(4):866-872. doi: 10.1016/j.bbrc.2018.04.175. Epub 2018 May 1. PubMed PMID: 29705700.

3: Posri P, Suthiwong J, Takomthong P, Wongsa C, Chuenban C, Boonyarat C, Yenjai C. A new flavonoid from the leaves of Atalantia monophylla (L.) DC. Nat Prod Res. 2018 Mar 30:1-7. doi: 10.1080/14786419.2018.1457667. [Epub ahead of print] PubMed PMID: 29600742.

4: Ulicna K, Bednarikova Z, Hsu WT, Holztragerova M, Wu JW, Hamulakova S, Wang SS, Gazova Z. Lysozyme amyloid fibrillization in presence of tacrine/acridone-coumarin heterodimers. Colloids Surf B Biointerfaces. 2018 Jun 1;166:108-118. doi: 10.1016/j.colsurfb.2018.03.010. Epub 2018 Mar 9. PubMed PMID: 29550545.

5: Gade DR, Makkapati A, Yarlagadda RB, Peters GJ, Sastry BS, Rajendra Prasad VVS. Elucidation of chemosensitization effect of acridones in cancer cell lines: Combined pharmacophore modeling, 3D QSAR, and molecular dynamics studies. Comput Biol Chem. 2018 Feb 24;74:63-75. doi: 10.1016/j.compbiolchem.2018.02.014. [Epub ahead of print] PubMed PMID: 29547875.

6: Sombatsri A, Thummanant Y, Sribuhom T, Boonmak J, Youngme S, Phusrisom S, Kukongviriyapan V, Yenjai C. New limonophyllines A-C from the stem of Atalantia monophylla and cytotoxicity against cholangiocarcinoma and HepG2 cell lines. Arch Pharm Res. 2018 Apr;41(4):431-437. doi: 10.1007/s12272-018-1021-7. Epub 2018 Mar 15. PubMed PMID: 29546611.

7: Xu L, Li S, Liang Z, Lin H, Fu R. Acridone suppresses the proliferation of human breast cancer cells in vitro via ATP-binding cassette subfamily G member 2. Oncol Lett. 2018 Feb;15(2):2651-2654. doi: 10.3892/ol.2017.7583. Epub 2017 Dec 11. PubMed PMID: 29434987; PubMed Central PMCID: PMC5777286.

8: Shu B, Cao J, Kuang G, Qiu J, Zhang M, Zhang Y, Wang M, Li X, Kang S, Ou TM, Tan JH, Huang ZS, Li D. Syntheses and evaluation of new acridone derivatives for selective binding of oncogene c-myc promoter i-motifs in gene transcriptional regulation. Chem Commun (Camb). 2018 Feb 20;54(16):2036-2039. doi: 10.1039/c8cc00328a. PubMed PMID: 29411851.

9: Shakibapour N, Dehghani Sani F, Beigoli S, Sadeghian H, Chamani J. Multi-spectroscopic and molecular modeling studies to reveal the interaction between propyl acridone and calf thymus DNA in the presence of histone H1: binary and ternary approaches. J Biomol Struct Dyn. 2018 Feb 6:1-13. doi: 10.1080/07391102.2018.1427629. [Epub ahead of print] PubMed PMID: 29338579.

10: Mallika V, Sivakumar KC, Aiswarya G, Soniya EV. In silico approaches illustrate the evolutionary pattern and protein-small molecule interactions of quinolone synthase from Aegle marmelos Correa. J Biomol Struct Dyn. 2018 Jan 24:1-15. doi: 10.1080/07391102.2017.1422991. [Epub ahead of print] PubMed PMID: 29308712.

11: Henke A, Kovalyova Y, Dunn M, Dreier D, Gubernator NG, Dincheva I, Hwu C, Šebej P, Ansorge MS, Sulzer D, Sames D. Toward Serotonin Fluorescent False Neurotransmitters: Development of Fluorescent Dual Serotonin and Vesicular Monoamine Transporter Substrates for Visualizing Serotonin Neurons. ACS Chem Neurosci. 2018 May 16;9(5):925-934. doi: 10.1021/acschemneuro.7b00320. Epub 2018 Feb 2. PubMed PMID: 29281252.

12: Han Y, Ma M, Li N, Hou R, Huang C, Oda Y, Wang Z. Chlorination, chloramination and ozonation of carbamazepine enhance cytotoxicity and genotoxicity: Multi-endpoint evaluation and identification of its genotoxic transformation products. J Hazard Mater. 2018 Jan 15;342:679-688. doi: 10.1016/j.jhazmat.2017.08.076. Epub 2017 Sep 1. PubMed PMID: 28903093.

13: Murahari M, Prakash KV, Peters GJ, Mayur YC. Acridone-pyrimidine hybrids- design, synthesis, cytotoxicity studies in resistant and sensitive cancer cells and molecular docking studies. Eur J Med Chem. 2017 Oct 20;139:961-981. doi: 10.1016/j.ejmech.2017.08.023. Epub 2017 Aug 12. PubMed PMID: 28886509.

14: Kukowska M. Amino acid or peptide conjugates of acridine/acridone and quinoline/quinolone-containing drugs. A critical examination of their clinical effectiveness within a twenty-year timeframe in antitumor chemotherapy and treatment of infectious diseases. Eur J Pharm Sci. 2017 Nov 15;109:587-615. doi: 10.1016/j.ejps.2017.08.027. Epub 2017 Aug 24. Review. PubMed PMID: 28842352.

15: Michael JP. Acridone Alkaloids. Alkaloids Chem Biol. 2017;78:1-108. doi: 10.1016/bs.alkal.2017.06.001. Epub 2017 Jul 12. Review. PubMed PMID: 28838426.

16: Mamada M, Inada K, Komino T, Potscavage WJ Jr, Nakanotani H, Adachi C. Highly Efficient Thermally Activated Delayed Fluorescence from an Excited-State Intramolecular Proton Transfer System. ACS Cent Sci. 2017 Jul 26;3(7):769-777. doi: 10.1021/acscentsci.7b00183. Epub 2017 Jul 7. PubMed PMID: 28776019; PubMed Central PMCID: PMC5532718.

17: Campos GRF, Bittar C, Jardim ACG, Shimizu JF, Batista MN, Paganini ER, Assis LR, Bartlett C, Harris M, Bolzani VDS, Regasini LO, Rahal P. Hepatitis C virus in vitro replication is efficiently inhibited by acridone Fac4. J Gen Virol. 2017 Jul;98(7):1693-1701. doi: 10.1099/jgv.0.000808. Epub 2017 Jul 12. PubMed PMID: 28699869.

18: Azuma T, Arima N, Tsukada A, Hirami S, Matsuoka R, Moriwake R, Ishiuchi H, Inoyama T, Teranishi Y, Yamaoka M, Ishida M, Hisamatsu K, Yunoki A, Mino Y. Distribution of six anticancer drugs and a variety of other pharmaceuticals, and their sorption onto sediments, in an urban Japanese river. Environ Sci Pollut Res Int. 2017 Aug;24(23):19021-19030. doi: 10.1007/s11356-017-9525-0. Epub 2017 Jun 28. PubMed PMID: 28660504.

19: Daniele G, Fieu M, Joachim S, Bado-Nilles A, Beaudouin R, Baudoin P, James-Casas A, Andres S, Bonnard M, Bonnard I, Geffard A, Vulliet E. Determination of carbamazepine and 12 degradation products in various compartments of an outdoor aquatic mesocosm by reliable analytical methods based on liquid chromatography-tandem mass spectrometry. Environ Sci Pollut Res Int. 2017 Jul;24(20):16893-16904. doi: 10.1007/s11356-017-9297-6. Epub 2017 Jun 2. PubMed PMID: 28573566.

20: Mamais M, Degli Esposti A, Kouloumoundra V, Gustavsson T, Monti F, Venturini A, Chrysina ED, Markovitsi D, Gimisis T. A New Potent Inhibitor of Glycogen Phosphorylase Reveals the Basicity of the Catalytic Site. Chemistry. 2017 Jul 3;23(37):8800-8805. doi: 10.1002/chem.201701591. Epub 2017 Jun 19. PubMed PMID: 28493496.