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MedKoo Cat#: 600112 | Name: Arctiin
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Description:

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

Arctiin is a lignan found in many plants of the Asteraceae family, particularly the greater burdock (Arctium lappa) and Centaurea imperialis, and in Trachelospermum asiaticum, Saussurea heteromalla., and Forsythia viridissima. It is the glucoside of arctigenin. Arctiin and arctigenin have shown anticancer effects and arctiin exerts robust antioxidant properties to modulate redox balance and may treat arthritis.

Chemical Structure

Arctiin
CAS#20362-31-6

Theoretical Analysis

MedKoo Cat#: 600112

Name: Arctiin

CAS#: 20362-31-6

Chemical Formula: C27H34O11

Exact Mass: 534.2101

Molecular Weight: 534.55

Elemental Analysis: C, 60.67; H, 6.41; O, 32.92

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Weeks
100mg USD 450.00 2 weeks
250mg USD 750.00 2 weeks
500mg USD 1,050.00 2 Weeks
1g USD 1,550.00 2 Weeks
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Related CAS #
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Synonym
Arctigenin-4-glucoside; Arctigenin 4-glucoside; Arctiin; NSC 315527; NSC-315527; NSC315527
IUPAC/Chemical Name
(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-{[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl}oxolan-2-one
InChi Key
XOJVHLIYNSOZOO-SWOBOCGESA-N
InChi Code
InChI=1S/C27H34O11/c1-33-18-6-4-14(10-20(18)34-2)8-16-13-36-26(32)17(16)9-15-5-7-19(21(11-15)35-3)37-27-25(31)24(30)23(29)22(12-28)38-27/h4-7,10-11,16-17,22-25,27-31H,8-9,12-13H2,1-3H3/t16-,17+,22+,23+,24-,25+,27+/m0/s1
SMILES Code
O=C1OC[C@H](CC2=CC=C(OC)C(OC)=C2)[C@H]1CC3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(OC)=C3
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

Preparing Stock Solutions

The following data is based on the product molecular weight 534.55 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: Liu Y, Hou M, Pan Z, Tian X, Zhao Z, Liu T, Yang H, Shi Q, Chen X, Zhang Y, He F, Zhu X. Arctiin-reinforced antioxidant microcarrier antagonizes osteoarthritis progression. J Nanobiotechnology. 2022 Jun 27;20(1):303. doi: 10.1186/s12951-022-01505-7. PMID: 35761235; PMCID: PMC9235181. 2: Liu Z, Wu Y. Arctiin elevates osteogenic differentiation of MC3T3-E1 cells by modulating cyclin D1. Bioengineered. 2022 Apr;13(4):10866-10874. doi: 10.1080/21655979.2022.2066047. PMID: 35473505; PMCID: PMC9208514. 3: Lee CY, Hsin MC, Chen PN, Lin CW, Wang PH, Yang SF, Hsiao YH. Arctiin Inhibits Cervical Cancer Cell Migration and Invasion through Suppression of S100A4 Expression via PI3K/Akt Pathway. Pharmaceutics. 2022 Feb 5;14(2):365. doi: 10.3390/pharmaceutics14020365. PMID: 35214097; PMCID: PMC8880795. 4: Gao Q, Yang M, Zuo Z. Overview of the anti-inflammatory effects, pharmacokinetic properties and clinical efficacies of arctigenin and arctiin from Arctium lappa L. Acta Pharmacol Sin. 2018 May;39(5):787-801. doi: 10.1038/aps.2018.32. Epub 2018 Apr 26. PMID: 29698388; PMCID: PMC5943914. 5: Liu X, Wang J, Dou P, Zhang X, Ran X, Liu L, Dou D. The Ameliorative Effects of Arctiin and Arctigenin on the Oxidative Injury of Lung Induced by Silica via TLR-4/NLRP3/TGF-β Signaling Pathway. Oxid Med Cell Longev. 2021 Jul 17;2021:5598980. doi: 10.1155/2021/5598980. PMID: 34336106; PMCID: PMC8313330. 6: Zhou B, Wang L, Liang Y, Li J, Pan X. Arctiin suppresses H9N2 avian influenza virus-mediated inflammation via activation of Nrf2/HO-1 signaling. BMC Complement Med Ther. 2021 Nov 26;21(1):289. doi: 10.1186/s12906-021-03462-4. PMID: 34836523; PMCID: PMC8620712. 7: Zhou Y, Lu X, Xia L, Yao W, Qin G, Wang G. [Arctiin antagonizes triptolide- induced renal toxicity in rats via anti-inflammatory pathway]. Nan Fang Yi Ke Da Xue Xue Bao. 2020 Oct 30;40(10):1399-1405. Chinese. doi: 10.12122/j.issn.1673-4254.2020.10.04. PMID: 33118522; PMCID: PMC7606234. 8: Chen H, Tang LJ, Tu H, Zhou YJ, Li NS, Luo XJ, Peng J. Arctiin protects rat heart against ischemia/reperfusion injury via a mechanism involving reduction of necroptosis. Eur J Pharmacol. 2020 May 15;875:173053. doi: 10.1016/j.ejphar.2020.173053. Epub 2020 Mar 2. PMID: 32135123. 9: Zhou M, Li G, Zhu L, Zhou H, Lu L. Arctiin attenuates high glucose-induced human retinal capillary endothelial cell proliferation by regulating ROCK1/PTEN/PI3K/Akt/VEGF pathway in vitro. J Cell Mol Med. 2020 May;24(10):5695-5706. doi: 10.1111/jcmm.15232. Epub 2020 Apr 16. PMID: 32297701; PMCID: PMC7214144. 10: Li G, Park JN, Park HJ, Suh JH, Choi HS. High Cholesterol-Induced Bone Loss Is Attenuated by Arctiin via an Action in Osteoclasts. Nutrients. 2022 Oct 25;14(21):4483. doi: 10.3390/nu14214483. PMID: 36364745; PMCID: PMC9657919. 11: Lee JH, Kim C, Lee J, Um JY, Sethi G, Ahn KS. Arctiin is a pharmacological inhibitor of STAT3 phosphorylation at tyrosine 705 residue and potentiates bortezomib-induced apoptotic and anti-angiogenic effects in human multiple myeloma cells. Phytomedicine. 2019 Mar 1;55:282-292. doi: 10.1016/j.phymed.2018.06.038. Epub 2018 Aug 11. PMID: 30668440. 12: Zhou Y, Xia L, Yao W, Han J, Wang G. Arctiin Antagonizes Triptolide-Induced Hepatotoxicity via Activation of Nrf2 Pathway. Biomed Res Int. 2020 Oct 16;2020:2508952. doi: 10.1155/2020/2508952. PMID: 33123566; PMCID: PMC7586171. 13: Xu X, Zeng XY, Cui YX, Li YB, Cheng JH, Zhao XD, Xu GH, Ma J, Piao HN, Jin X, Piao LX. Antidepressive Effect of Arctiin by Attenuating Neuroinflammation via HMGB1/TLR4- and TNF-α/TNFR1-Mediated NF-κB Activation. ACS Chem Neurosci. 2020 Aug 5;11(15):2214-2230. doi: 10.1021/acschemneuro.0c00120. Epub 2020 Jul 15. PMID: 32609480. 14: Li J, Yuan YP, Xu SC, Zhang N, Xu CR, Wan CX, Ren J, Zeng XF, Tang QZ. Arctiin protects against cardiac hypertrophy through inhibiting MAPKs and AKT signaling pathways. J Pharmacol Sci. 2017 Nov;135(3):97-104. doi: 10.1016/j.jphs.2017.05.012. Epub 2017 Aug 10. PMID: 29108833. 15: Zhou B, Weng G, Huang Z, Liu T, Dai F. Arctiin Prevents LPS-Induced Acute Lung Injury via Inhibition of PI3K/AKT Signaling Pathway in Mice. Inflammation. 2018 Dec;41(6):2129-2135. doi: 10.1007/s10753-018-0856-x. PMID: 30116933. 16: Zhang H, Zhao Z, Wang T, Wang Y, Cui X, Zhang H, Fang ZZ. Inhibition of UDP- Glucuronosyltransferase (UGT) Isoforms by Arctiin and Arctigenin. Phytother Res. 2016 Jul;30(7):1189-96. doi: 10.1002/ptr.5627. Epub 2016 May 4. PMID: 27145339. 17: Kim K, An S, Choi BG, Joo D, Choi YM, Ahn KJ, An IS, Cha HJ. Arctiin regulates collagen type 1α chain 1 mRNA expression in human dermal fibroblasts via the miR‑378b‑SIRT6 axis. Mol Med Rep. 2017 Dec;16(6):9120-9124. doi: 10.3892/mmr.2017.7679. Epub 2017 Oct 2. PMID: 28990056. 18: Bae S, Lim KM, Cha HJ, An IS, Lee JP, Lee KS, Lee GT, Lee KK, Jung HJ, Ahn KJ, An S. Arctiin blocks hydrogen peroxide-induced senescence and cell death though microRNA expression changes in human dermal papilla cells. Biol Res. 2014 Sep 30;47(1):50. doi: 10.1186/0717-6287-47-50. PMID: 25299961; PMCID: PMC4196076. 19: Min B, Lee H, Song JH, Han MJ, Chung J. Arctiin inhibits adipogenesis in 3T3-L1 cells and decreases adiposity and body weight in mice fed a high-fat diet. Nutr Res Pract. 2014 Dec;8(6):655-61. doi: 10.4162/nrp.2014.8.6.655. Epub 2014 Oct 15. PMID: 25489405; PMCID: PMC4252525. 20: Matsuzaki Y, Koyama M, Hitomi T, Yokota T, Kawanaka M, Nishikawa A, Germain D, Sakai T. Arctiin induces cell growth inhibition through the down-regulation of cyclin D1 expression. Oncol Rep. 2008 Mar;19(3):721-7. PMID: 18288407.