MedKoo Cat#: 540008 | Name: Aloe Emodin
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Description:

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

Aloe Emodin is a CFTR channel activator found in aloe. It increases colonic fluid secretion, decreases angiogenesis and induces apoptosis in glioma cells.

Chemical Structure

Aloe Emodin
CAS#481-72-1

Theoretical Analysis

MedKoo Cat#: 540008

Name: Aloe Emodin

CAS#: 481-72-1

Chemical Formula: C15H10O5

Exact Mass: 270.0528

Molecular Weight: 270.24

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

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Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 450.00 2 Weeks
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Synonym
IUPAC/Chemical Name
1,8-dihydroxy-3-(hydroxymethyl)anthracene-9,10-dione
InChi Key
YDQWDHRMZQUTBA-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H10O5/c16-6-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-1-3-10(12)17/h1-5,16-18H,6H2
SMILES Code
O=C(C1=C2C(O)=CC=C1)C3=CC(CO)=CC(O)=C3C2=O
Appearance
Solid powder
Purity
>97% (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
Product Data
Biological target:
Aloe emodin is a hydroxyanthraquinone present in Aloe vera leaves, has a specific in vitro and in vivo antitumor activity.
In vitro activity:
In this range, aloe-emodin decreased HCT116 cell viability with increasing dose and time, and the decreasing trend in viability vigour at 48 h and 72 h was consistent (Fig. 5a). In addition, this study further demonstrated the antiproliferative effect of aloe-emodin on HCT116 cells through colony formation experiments, and the results were also interesting. The colony formation experiments further showed that when the drug concentration and time increased, the cell mass significantly decreased, indicating that aloe-emodin inhibits cell proliferation in a dose-dependent manner (Fig. 5b). Compared with untreated normal cells, the apoptotic morphology, such as membrane blistering, increased, and the cells shrank in response to stimulation by drugs (Fig. 5c). Reference: Cancer Cell Int. 2021; 21: 238. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8077783/
In vivo activity:
In the PSA model, significant hypothermia was observed after intravenous injection of SP (ΔT ≈ − 1.82 °C), while pretreatment with aloe-emodin (i.p.) could protect the mice against the body temperature decrease dose-dependently (Fig. 7A). Similarly, intraperitoneal injection of C48/80 (4 mg/kg) also caused a significant hypothermia (ΔT ≈ − 1.58 °C), while treatment of aloe-emodin 5 min after C48/80 challenge attenuated hypothermia in a dose-dependent manner (Fig. 7B). These results show that aloe-emodin is able to relieve two types of hypothermia caused by mast cell degranulation. Reference: Biochem Pharmacol. 2021 Apr;186:114476. https://pubmed.ncbi.nlm.nih.gov/33607072/
Solvent mg/mL mM comments
Solubility
DMSO 12.0 44.40
DMF 5.0 18.50
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

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
Formulation protocol:
1. Jiang D, Ding S, Mao Z, You L, Ruan Y. Integrated analysis of potential pathways by which aloe-emodin induces the apoptosis of colon cancer cells. Cancer Cell Int. 2021 Apr 27;21(1):238. doi: 10.1186/s12935-021-01942-8. PMID: 33902610; PMCID: PMC8077783. 2. Cheng G, Pi Z, Zhuang X, Zheng Z, Liu S, Liu Z, Song F. The effects and mechanisms of aloe-emodin on reversing adriamycin-induced resistance of MCF-7/ADR cells. Phytother Res. 2021 Mar 31. doi: 10.1002/ptr.7096. Epub ahead of print. PMID: 33792091. 3. Gao Y, Zhang X, Li X, Qi R, Han Y, Kang Y, Cai R, Peng C, Qi Y. Aloe-emodin, a naturally occurring anthraquinone, is a highly potent mast cell stabilizer through activating mitochondrial calcium uniporter. Biochem Pharmacol. 2021 Apr;186:114476. doi: 10.1016/j.bcp.2021.114476. Epub 2021 Feb 17. PMID: 33607072. 4. Zhang Y, Song Z, Huang S, Zhu L, Liu T, Shu H, Wang L, Huang Y, Chen Y. Aloe emodin relieves Ang II-induced endothelial junction dysfunction via promoting ubiquitination mediated NLRP3 inflammasome inactivation. J Leukoc Biol. 2020 Dec;108(6):1735-1746. doi: 10.1002/JLB.3MA0520-582R. Epub 2020 Jun 23. PMID: 32573820; PMCID: PMC7754316.
In vitro protocol:
1. Jiang D, Ding S, Mao Z, You L, Ruan Y. Integrated analysis of potential pathways by which aloe-emodin induces the apoptosis of colon cancer cells. Cancer Cell Int. 2021 Apr 27;21(1):238. doi: 10.1186/s12935-021-01942-8. PMID: 33902610; PMCID: PMC8077783. 2. Cheng G, Pi Z, Zhuang X, Zheng Z, Liu S, Liu Z, Song F. The effects and mechanisms of aloe-emodin on reversing adriamycin-induced resistance of MCF-7/ADR cells. Phytother Res. 2021 Mar 31. doi: 10.1002/ptr.7096. Epub ahead of print. PMID: 33792091.
In vivo protocol:
1. Gao Y, Zhang X, Li X, Qi R, Han Y, Kang Y, Cai R, Peng C, Qi Y. Aloe-emodin, a naturally occurring anthraquinone, is a highly potent mast cell stabilizer through activating mitochondrial calcium uniporter. Biochem Pharmacol. 2021 Apr;186:114476. doi: 10.1016/j.bcp.2021.114476. Epub 2021 Feb 17. PMID: 33607072. 2. Zhang Y, Song Z, Huang S, Zhu L, Liu T, Shu H, Wang L, Huang Y, Chen Y. Aloe emodin relieves Ang II-induced endothelial junction dysfunction via promoting ubiquitination mediated NLRP3 inflammasome inactivation. J Leukoc Biol. 2020 Dec;108(6):1735-1746. doi: 10.1002/JLB.3MA0520-582R. Epub 2020 Jun 23. PMID: 32573820; PMCID: PMC7754316.
1: Ghimire GP, Koirala N, Pandey RP, Jung HJ, Sohng JK. Modification of emodin and aloe-emodin by glycosylation in engineered Escherihia coli. World J Microbiol Biotechnol. 2015 Apr;31(4):611-9. doi: 10.1007/s11274-015-1815-4. Epub 2015 Feb 7. PubMed PMID: 25663173. 2: Liu J, Wu F, Chen C. Design and synthesis of aloe-emodin derivatives as potent anti-tyrosinase, antibacterial and anti-inflammatory agents. Bioorg Med Chem Lett. 2015 Nov 15;25(22):5142-6. doi: 10.1016/j.bmcl.2015.10.004. Epub 2015 Oct 9. PubMed PMID: 26471089. 3: Yu CP, Shia CS, Lin HJ, Hsieh YW, Lin SP, Hou YC. Analysis of the pharmacokinetics and metabolism of aloe-emodin following intravenous and oral administrations in rats. Biomed Chromatogr. 2016 Oct;30(10):1641-7. doi: 10.1002/bmc.3735. Epub 2016 May 12. PubMed PMID: 27061721. 4: Dong X, Fu J, Yin X, Yang C, Ni J. Aloe-emodin Induces Apoptosis in Human Liver HL-7702 Cells through Fas Death Pathway and the Mitochondrial Pathway by Generating Reactive Oxygen Species. Phytother Res. 2017 Apr 26. doi: 10.1002/ptr.5820. [Epub ahead of print] PubMed PMID: 28444790. 5: Yang M, Li L, Heo SM, Soh Y. Aloe-Emodin Induces Chondrogenic Differentiation of ATDC5 Cells via MAP Kinases and BMP-2 Signaling Pathways. Biomol Ther (Seoul). 2016 Jul 1;24(4):395-401. doi: 10.4062/biomolther.2016.020. PubMed PMID: 27350340; PubMed Central PMCID: PMC4930283. 6: Chihara T, Shimpo K, Beppu H, Yamamoto N, Kaneko T, Wakamatsu K, Sonoda S. Effects of Aloe-emodin and Emodin on Proliferation of the MKN45 Human Gastric Cancer Cell Line. Asian Pac J Cancer Prev. 2015;16(9):3887-91. PubMed PMID: 25987055. 7: Chen R, Zhang J, Hu Y, Wang S, Chen M, Wang Y. Potential antineoplastic effects of Aloe-emodin: a comprehensive review. Am J Chin Med. 2014;42(2):275-88. doi: 10.1142/S0192415X14500189. Review. PubMed PMID: 24707862. 8: Li SW, Yang TC, Lai CC, Huang SH, Liao JM, Wan L, Lin YJ, Lin CW. Antiviral activity of aloe-emodin against influenza A virus via galectin-3 up-regulation. Eur J Pharmacol. 2014 Sep 5;738:125-32. doi: 10.1016/j.ejphar.2014.05.028. Epub 2014 May 27. PubMed PMID: 24877694. 9: Chen YY, Chiang SY, Lin JG, Ma YS, Liao CL, Weng SW, Lai TY, Chung JG. Emodin, aloe-emodin and rhein inhibit migration and invasion in human tongue cancer SCC-4 cells through the inhibition of gene expression of matrix metalloproteinase-9. Int J Oncol. 2010 May;36(5):1113-20. PubMed PMID: 20372784. 10: Dalimi A, Delavari M, Ghaffarifar F, Sadraei J. In vitro and in vivo antileishmanial effects of aloe-emodin on Leishmania major. J Tradit Complement Med. 2015 Jan 31;5(2):96-9. doi: 10.1016/j.jtcme.2014.11.004. eCollection 2015 Apr. PubMed PMID: 26151018; PubMed Central PMCID: PMC4488107. 11: Hu B, Zhang H, Meng X, Wang F, Wang P. Aloe-emodin from rhubarb (Rheum rhabarbarum) inhibits lipopolysaccharide-induced inflammatory responses in RAW264.7 macrophages. J Ethnopharmacol. 2014 May 14;153(3):846-53. doi: 10.1016/j.jep.2014.03.059. Epub 2014 Mar 29. PubMed PMID: 24685589. 12: Divya G, Panonnummal R, Gupta S, Jayakumar R, Sabitha M. Acitretin and aloe-emodin loaded chitin nanogel for the treatment of psoriasis. Eur J Pharm Biopharm. 2016 Oct;107:97-109. doi: 10.1016/j.ejpb.2016.06.019. Epub 2016 Jun 28. PubMed PMID: 27368748. 13: Chang X, Zhao J, Tian F, Jiang Y, Lu J, Ma J, Zhang X, Jin G, Huang Y, Dong Z, Liu K, Dong Z. Aloe-emodin suppresses esophageal cancer cell TE1 proliferation by inhibiting AKT and ERK phosphorylation. Oncol Lett. 2016 Sep;12(3):2232-2238. Epub 2016 Jul 25. PubMed PMID: 27602169; PubMed Central PMCID: PMC4998577. 14: Park MY, Kwon HJ, Sung MK. Evaluation of aloin and aloe-emodin as anti-inflammatory agents in aloe by using murine macrophages. Biosci Biotechnol Biochem. 2009 Apr 23;73(4):828-32. Epub 2009 Apr 7. PubMed PMID: 19352036. 15: Chen YY, Chiang SY, Lin JG, Yang JS, Ma YS, Liao CL, Lai TY, Tang NY, Chung JG. Emodin, aloe-emodin and rhein induced DNA damage and inhibited DNA repair gene expression in SCC-4 human tongue cancer cells. Anticancer Res. 2010 Mar;30(3):945-51. PubMed PMID: 20393018. 16: Narayanan S, Jadhav AP, Kadam VJ. Forced Degradation Studies of Aloe Emodin and Emodin by HPTLC. Indian J Pharm Sci. 2015 Nov-Dec;77(6):795-8. PubMed PMID: 26997712; PubMed Central PMCID: PMC4778244. 17: Zhang YX, Li JS, Peng WW, Liu X, Yang GM, Chen LH, Cai BC. Comparative pharmacokinetics of aloe-emodin, rhein and emodin determined by liquid chromatography-mass spectrometry after oral administration of a rhubarb peony decoction and rhubarb extract to rats. Pharmazie. 2013 May;68(5):333-9. PubMed PMID: 23802430. 18: Thimmegowda NR, Park C, Shwetha B, Sakchaisri K, Liu K, Hwang J, Lee S, Jeong SJ, Soung NK, Jang JH, Ryoo IJ, Ahn JS, Erikson RL, Kim BY. Synthesis and antitumor activity of natural compound aloe emodin derivatives. Chem Biol Drug Des. 2015 May;85(5):638-44. doi: 10.1111/cbdd.12448. Epub 2014 Nov 5. PubMed PMID: 25323822. 19: Narayanan S, Jadhav AP. Simultaneous Estimation of Aloe Emodin and Emodin from Rheum emodi, Cassia alata and Aloes by HPTLC. Indian J Pharm Sci. 2015 Nov-Dec;77(6):783-7. PubMed PMID: 26997709; PubMed Central PMCID: PMC4778241. 20: Tao L, Xie J, Wang Y, Wang S, Wu S, Wang Q, Ding H. Protective effects of aloe-emodin on scopolamine-induced memory impairment in mice and H₂O₂-induced cytotoxicity in PC12 cells. Bioorg Med Chem Lett. 2014 Dec 1;24(23):5385-9. PubMed PMID: 25453793.