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MedKoo Cat#: 584637 | Name: Aloin B
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Description:

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

Aloin B is an anthraquinone found in Aloe vera and a component of racemic aloin.

Chemical Structure

Aloin B
CAS#28371-16-6 (B)

Theoretical Analysis

MedKoo Cat#: 584637

Name: Aloin B

CAS#: 28371-16-6 (B)

Chemical Formula: C21H22O9

Exact Mass: 418.1264

Molecular Weight: 418.40

Elemental Analysis: C, 60.28; H, 5.30; O, 34.41

Price and Availability

Size Price Availability Quantity
5mg USD 385.00 2 Weeks
10mg USD 700.00 2 Weeks
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Related CAS #
1415-73-2 (A) 28371-16-6 (B)
Synonym
Aloin B; 10-epi-Aloin A; Isobarbaloin
IUPAC/Chemical Name
(R)-1,8-dihydroxy-3-(hydroxymethyl)-10-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)anthracen-9(10H)-one
InChi Key
AFHJQYHRLPMKHU-WEZNYRQKSA-N
InChi Code
InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14-,17-,19+,20-,21+/m1/s1
SMILES Code
O=C1C2=C(C=CC=C2O)[C@@H]([C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)C4=CC(CO)=CC(O)=C14
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 418.40 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: Ma Y, Tang T, Sheng L, Wang Z, Tao H, Zhang Q, Zhang Y, Qi Z. Aloin suppresses lipopolysaccharide‑induced inflammation by inhibiting JAK1‑STAT1/3 activation and ROS production in RAW264.7 cells. Int J Mol Med. 2018 Oct;42(4):1925-1934. doi: 10.3892/ijmm.2018.3796. Epub 2018 Jul 31. PMID: 30066904; PMCID: PMC6108888. 2: Lewis DSM, Ho J, Wills S, Kawall A, Sharma A, Chavada K, Ebert MCCJC, Evoli S, Singh A, Rayalam S, Mody V, Taval S. Aloin isoforms (A and B) selectively inhibits proteolytic and deubiquitinating activity of papain like protease (PLpro) of SARS-CoV-2 in vitro. Sci Rep. 2022 Feb 9;12(1):2145. doi: 10.1038/s41598-022-06104-y. PMID: 35140265; PMCID: PMC8828865. 3: Gao J, Yang S, Xie G, Pan J, Zhu F. Integrating Network Pharmacology and Experimental Verification to Explore the Pharmacological Mechanisms of Aloin Against Gastric Cancer. Drug Des Devel Ther. 2022 Jun 20;16:1947-1961. doi: 10.2147/DDDT.S360790. PMID: 35757520; PMCID: PMC9232097. 4: Kong XY, Chen TT, Zhang HW, Jia HM, Yu M, Zou ZM. Characterization of the metabolism of aloin A/B and aloesin in rats using ultra-high performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry. Biomed Chromatogr. 2022 Dec;36(12):e5483. doi: 10.1002/bmc.5483. Epub 2022 Sep 9. PMID: 35975594. 5: Hayes AW, Clemens RA, Pressman P. The absence of genotoxicity of a mixture of aloin A and B and a commercial aloe gel beverage. Toxicol Mech Methods. 2022 Jun;32(5):385-394. doi: 10.1080/15376516.2021.2023828. Epub 2022 Jan 21. PMID: 34979868. 6: Sun R, Zhai R, Ma C, Miao W. Combination of aloin and metformin enhances the antitumor effect by inhibiting the growth and invasion and inducing apoptosis and autophagy in hepatocellular carcinoma through PI3K/AKT/mTOR pathway. Cancer Med. 2020 Feb;9(3):1141-1151. doi: 10.1002/cam4.2723. Epub 2019 Dec 12. PMID: 31830378; PMCID: PMC6997051. 7: Yang Y, Wu JJ, Xia J, Wan Y, Xu JF, Zhang L, Liu D, Chen L, Tang F, Ao H, Peng C. Can aloin develop to medicines or healthcare products? Biomed Pharmacother. 2022 Sep;153:113421. doi: 10.1016/j.biopha.2022.113421. Epub 2022 Aug 6. PMID: 36076485. 8: Brown PN, Yu R, Kuan CH, Finley J, Mudge EM, Dentali S. Determination of Aloin A and Aloin B in Aloe vera Raw Materials and Finished Products by High- Performance Liquid Chromatography: Single-Laboratory Validation. J AOAC Int. 2014 Sep-Oct;97(5):1323-8. doi: 10.5740/jaoacint.13-028. PMID: 25902982. 9: Xiao J, Chen S, Chen Y, Su J. The potential health benefits of aloin from genus Aloe. Phytother Res. 2022 Feb;36(2):873-890. doi: 10.1002/ptr.7371. Epub 2022 Jan 17. PMID: 35040198. 10: Fu D, Ji Q, Wang C, Yu L, Yu R. Aloin decelerates the progression of hepatocellular carcinoma through circ_0011385/miR-149-5p/WT1 axis. Cell Cycle. 2021 Dec;20(23):2476-2493. doi: 10.1080/15384101.2021.1988227. Epub 2021 Oct 31. PMID: 34720052; PMCID: PMC8794511. 11: Lee IC, Bae JS. Inhibitory effects of aloin on lipopolysaccharide-induced severe inflammatory responses. J Asian Nat Prod Res. 2022 Oct;24(10):987-999. doi: 10.1080/10286020.2022.2026932. Epub 2022 Jan 13. PMID: 35023793. 12: Xu Q , Fan Y , Loor JJ , Liang Y , Lv H , Sun X , Jia H , Xu C . Aloin protects mice from diet-induced non-alcoholic steatohepatitis via activation of Nrf2/HO-1 signaling. Food Funct. 2021 Jan 21;12(2):696-705. doi: 10.1039/d0fo02684k. Epub 2021 Jan 7. PMID: 33410857. 13: Syed AM, Kundu S, Ram C, Kulhari U, Kumar A, Mugale MN, Murty US, Sahu BD. Aloin alleviates pathological cardiac hypertrophy via modulation of the oxidative and fibrotic response. Life Sci. 2022 Jan 1;288:120159. doi: 10.1016/j.lfs.2021.120159. Epub 2021 Nov 18. PMID: 34801516. 14: Xiao MW, Bai XL, Liu YM, Yang L, Hu YD, Liao X. Rapid quantification of aloin A and B in aloe plants and aloe-containing beverages, and pharmaceutical preparations by microchip capillary electrophoresis with laser induced fluorescence detection. J Sep Sci. 2018 Oct;41(19):3772-3781. doi: 10.1002/jssc.201800338. Epub 2018 Aug 28. PMID: 30152917. 15: Lee W, Yang S, Lee C, Park EK, Kim KM, Ku SK, Bae JS. Aloin reduces inflammatory gene iNOS via inhibition activity and p-STAT-1 and NF-κB. Food Chem Toxicol. 2019 Apr;126:67-71. doi: 10.1016/j.fct.2019.02.025. Epub 2019 Feb 13. PMID: 30769049. 16: Birari LA, Mahajan UB, Patil KR, Patil DD, Bagul NA, Belemkar S, Goyal SN, Ojha S, Patil CR. Aloin protects against arsenic trioxide-induced myocardial membrane damage and release of inflammatory cytokines. Naunyn Schmiedebergs Arch Pharmacol. 2020 Aug;393(8):1365-1372. doi: 10.1007/s00210-020-01833-1. Epub 2020 Feb 6. PMID: 32025748. 17: Jing Y, Yang DX, Wang W, Yuan F, Chen H, Ding J, Geng Z, Tian HL. Aloin Protects Against Blood-Brain Barrier Damage After Traumatic Brain Injury in Mice. Neurosci Bull. 2020 Jun;36(6):625-638. doi: 10.1007/s12264-020-00471-0. Epub 2020 Feb 25. PMID: 32100248; PMCID: PMC7270422. 18: Huang CT, Hung CY, Hseih YC, Chang CS, Velu AB, He YC, Huang YL, Chen TA, Chen TC, Lin CY, Lin YC, Shih SR, Dutta A. Effect of aloin on viral neuraminidase and hemagglutinin-specific T cell immunity in acute influenza. Phytomedicine. 2019 Nov;64:152904. doi: 10.1016/j.phymed.2019.152904. Epub 2019 Apr 4. PMID: 31454654. 19: Lee W, Jeong GS, Baek MC, Ku SK, Bae JS. Renal protective effects of aloin in a mouse model of sepsis. Food Chem Toxicol. 2019 Oct;132:110651. doi: 10.1016/j.fct.2019.110651. Epub 2019 Jun 27. PMID: 31254592. 20: Esmat AY, Said MM, Khalil SA. Aloin: a natural antitumor anthraquinone glycoside with iron chelating and non-atherogenic activities. Pharm Biol. 2015 Jan;53(1):138-46. doi: 10.3109/13880209.2014.912239. Epub 2014 Sep 22. PMID: 25243866.