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MedKoo Cat#: 112107 | Name: Emodin 8-glucoside
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Description:

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

Emodin 8-glucoside inhibits the activities of rat lens aldose reductase and human DNA topoisomerase II (IC50s = 14.4 and 66 μM, respectively, in cell-free assays) and promotes the proliferation and differentiation of mouse MC3T3-E1 osteoblastic cells.

Chemical Structure

Emodin 8-glucoside
Emodin 8-glucoside
CAS#23313-21-5

Theoretical Analysis

MedKoo Cat#: 112107

Name: Emodin 8-glucoside

CAS#: 23313-21-5

Chemical Formula: C21H20O10

Exact Mass: 432.1056

Molecular Weight: 432.38

Elemental Analysis: C, 58.34; H, 4.66; O, 37.00

Price and Availability

Size Price Availability Quantity
25mg USD 450.00 2 Weeks
50mg USD 750.00 2 Weeks
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Related CAS #
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Synonym
Emodin 8-glucoside; Emodin-8-glucoside; Emodin 8-β-D-glucoside; Emodin glucoside B; Anthraglycoside B; Emodin 8-O-glucoside; Emodin 8-O-β-glucoside; NSC 257449; NSC257449; NSC-257449;
IUPAC/Chemical Name
1,6-dihydroxy-3-methyl-8-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)anthracene-9,10-dione
InChi Key
HSWIRQIYASIOBE-JNHRPPPUSA-N
InChi Code
InChI=1S/C21H20O10/c1-7-2-9-14(11(24)3-7)18(27)15-10(16(9)25)4-8(23)5-12(15)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3/t13-,17-,19+,20-,21-/m1/s1
SMILES Code
O=C(C1=CC(O)=CC(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C13)C4=CC(C)=CC(O)=C4C3=O
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
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
Solvent mg/mL mM
Solubility
DMF 25.0 57.82
DMSO 30.0 69.38
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 432.38 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: Dong X, Fu J, Yin X, Cao S, Li X, Lin L; Huyiligeqi; Ni J. Emodin: A Review of its Pharmacology, Toxicity and Pharmacokinetics. Phytother Res. 2016 Aug;30(8):1207-18. doi: 10.1002/ptr.5631. Epub 2016 May 18. PMID: 27188216; PMCID: PMC7168079. 2: Semwal RB, Semwal DK, Combrinck S, Viljoen A. Emodin - A natural anthraquinone derivative with diverse pharmacological activities. Phytochemistry. 2021 Oct;190:112854. doi: 10.1016/j.phytochem.2021.112854. Epub 2021 Jul 24. PMID: 34311280. 3: Cui Y, Chen LJ, Huang T, Ying JQ, Li J. The pharmacology, toxicology and therapeutic potential of anthraquinone derivative emodin. Chin J Nat Med. 2020 Jun;18(6):425-435. doi: 10.1016/S1875-5364(20)30050-9. PMID: 32503734. 4: Gao LL, Wang ZH, Mu YH, Liu ZL, Pang L. Emodin Promotes Autophagy and Prevents Apoptosis in Sepsis-Associated Encephalopathy through Activating BDNF/TrkB Signaling. Pathobiology. 2022;89(3):135-145. doi: 10.1159/000520281. Epub 2021 Dec 6. PMID: 34872094; PMCID: PMC9227694. 5: Chen C, Lin Z, Liu W, Hu Q, Wang J, Zhuang X, Guan S, Wu X, Hu T, Quan S, Jin X, Shen J. Emodin accelerates diabetic wound healing by promoting anti- inflammatory macrophage polarization. Eur J Pharmacol. 2022 Dec 5;936:175329. doi: 10.1016/j.ejphar.2022.175329. Epub 2022 Oct 29. PMID: 36341884. 6: Luo N, Fang J, Wei L, Sahebkar A, Little PJ, Xu S, Luo C, Li G. Emodin in atherosclerosis prevention: Pharmacological actions and therapeutic potential. Eur J Pharmacol. 2021 Jan 5;890:173617. doi: 10.1016/j.ejphar.2020.173617. Epub 2020 Oct 1. PMID: 33010303. 7: Qiu LZ, Yue LX, Ni YH, Zhou W, Huang CS, Deng HF, Wang NN, Liu H, Liu X, Zhou YQ, Xiao CR, Wang YG, Gao Y. Emodin-Induced Oxidative Inhibition of Mitochondrial Function Assists BiP/IRE1α/CHOP Signaling-Mediated ER- Related Apoptosis. Oxid Med Cell Longev. 2021 Apr 22;2021:8865813. doi: 10.1155/2021/8865813. PMID: 33968299; PMCID: PMC8084644. 8: McDonald SJ, VanderVeen BN, Velazquez KT, Enos RT, Fairman CM, Cardaci TD, Fan D, Murphy EA. Therapeutic Potential of Emodin for Gastrointestinal Cancers. Integr Cancer Ther. 2022 Jan-Dec;21:15347354211067469. doi: 10.1177/15347354211067469. PMID: 34984952; PMCID: PMC8738880. 9: Tuli HS, Aggarwal V, Tuorkey M, Aggarwal D, Parashar NC, Varol M, Savla R, Kaur G, Mittal S, Sak K. Emodin: A metabolite that exhibits anti-neoplastic activities by modulating multiple oncogenic targets. Toxicol In Vitro. 2021 Jun;73:105142. doi: 10.1016/j.tiv.2021.105142. Epub 2021 Mar 17. PMID: 33722736. 10: Qin B, Zeng Z, Xu J, Shangwen J, Ye ZJ, Wang S, Wu Y, Peng G, Wang Q, Gu W, Tang Y. Emodin inhibits invasion and migration of hepatocellular carcinoma cells via regulating autophagy-mediated degradation of snail and β-catenin. BMC Cancer. 2022 Jun 18;22(1):671. doi: 10.1186/s12885-022-09684-0. PMID: 35715752; PMCID: PMC9206273. 11: Liu Y, Shang L, Zhou J, Pan G, Zhou F, Yang S. Emodin Attenuates LPS-Induced Acute Lung Injury by Inhibiting NLRP3 Inflammasome-Dependent Pyroptosis Signaling Pathway In vitro and In vivo. Inflammation. 2022 Apr;45(2):753-767. doi: 10.1007/s10753-021-01581-1. Epub 2021 Nov 17. PMID: 34787801; PMCID: PMC8956541. 12: Zhou Q, Xiang H, Liu H, Qi B, Shi X, Guo W, Zou J, Wan X, Wu W, Wang Z, Liu W, Xia S, Shang D. Emodin Alleviates Intestinal Barrier Dysfunction by Inhibiting Apoptosis and Regulating the Immune Response in Severe Acute Pancreatitis. Pancreas. 2021 Sep 1;50(8):1202-1211. doi: 10.1097/MPA.0000000000001894. PMID: 34714285; PMCID: PMC8565508. 13: Monisha BA, Kumar N, Tiku AB. Emodin and Its Role in Chronic Diseases. Adv Exp Med Biol. 2016;928:47-73. doi: 10.1007/978-3-319-41334-1_3. PMID: 27671812. 14: Meng X, An X, Zhou L, Fu B, Jia L. The isomers, aloe-emodin and emodin, possess differential inhibitory activities against CYP1B1 enzyme. Steroids. 2022 Sep;185:109055. doi: 10.1016/j.steroids.2022.109055. Epub 2022 Jun 2. PMID: 35661798. 15: Zhang Q, Chen WW, Sun X, Qian D, Tang DD, Zhang LL, Li MY, Wang LY, Wu CJ, Peng W. The versatile emodin: A natural easily acquired anthraquinone possesses promising anticancer properties against a variety of cancers. Int J Biol Sci. 2022 May 16;18(8):3498-3527. doi: 10.7150/ijbs.70447. PMID: 35637953; PMCID: PMC9134920. 16: Mitra S, Anjum J, Muni M, Das R, Rauf A, Islam F, Bin Emran T, Semwal P, Hemeg HA, Alhumaydhi FA, Wilairatana P. Exploring the journey of emodin as a potential neuroprotective agent: Novel therapeutic insights with molecular mechanism of action. Biomed Pharmacother. 2022 May;149:112877. doi: 10.1016/j.biopha.2022.112877. Epub 2022 Mar 31. PMID: 35367766. 17: Hu N, Liu J, Xue X, Li Y. The effect of emodin on liver disease -- comprehensive advances in molecular mechanisms. Eur J Pharmacol. 2020 Sep 5;882:173269. doi: 10.1016/j.ejphar.2020.173269. Epub 2020 Jun 14. PMID: 32553811. 18: Stompor-Gorący M. The Health Benefits of Emodin, a Natural Anthraquinone Derived from Rhubarb-A Summary Update. Int J Mol Sci. 2021 Sep 1;22(17):9522. doi: 10.3390/ijms22179522. PMID: 34502424; PMCID: PMC8431459. 19: Sharifi-Rad J, Herrera-Bravo J, Kamiloglu S, Petroni K, Mishra AP, Monserrat-Mesquida M, Sureda A, Martorell M, Aidarbekovna DS, Yessimsiitova Z, Ydyrys A, Hano C, Calina D, Cho WC. Recent advances in the therapeutic potential of emodin for human health. Biomed Pharmacother. 2022 Oct;154:113555. doi: 10.1016/j.biopha.2022.113555. Epub 2022 Aug 23. PMID: 36027610. 20: Wang Q, Yang JB, Wang Y, Li YY, Wen HR, Zhang YJ, Ma SC. [Toxicokinetics of emodin-8-O-β-D-glucoside in rats in vivo]. Zhongguo Zhong Yao Za Zhi. 2022 Aug;47(15):4214-4220. Chinese. doi: 10.19540/j.cnki.cjcmm.20220516.701. PMID: 36046912.