Cacticin | CAS# 6743-92-6 | Metabolite

MedKoo Cat#: 412213 | Name: Cacticin

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Description:

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

(Cacticin) Isorhamnetin 3-O-beta-D-galactopyranoside is a glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-D-galactosyl residue. It has a role as a metabolite. It is a beta-D-galactoside, a monosaccharide derivative, a glycosyloxyflavone, a monomethoxyflavone and a trihydroxyflavone. It derives from an isorhamnetin and a beta-D-galactose.

Chemical Structure

Cacticin

CAS#6743-92-6

Theoretical Analysis

MedKoo Cat#: 412213

Name: Cacticin

CAS#: 6743-92-6

Chemical Formula: C22H22O12

Exact Mass: 478.1111

Molecular Weight: 478.47

Elemental Analysis: C, 55.23; H, 4.64; O, 40.13

Price and Availability

Size	Price	Availability
1mg	USD 350.00	2 Weeks
5mg	USD 850.00	2 Weeks
10mg	USD 1,250.00	2 Weeks

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Related CAS #

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Synonym

Cacticin, Isorhamnetin 3-O-galactoside

IUPAC/Chemical Name

3,4',5,7-Tetrahydroxy-3'-methoxyflavone 3-beta-D-galactopyranoside

InChi Key

CQLRUIIRRZYHHS-UVHBULKNSA-N

InChi Code

InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16+,18+,19-,22+/m1/s1

SMILES Code

O=C1C(O[C@H]2[C@@H]([C@H]([C@H]([C@@H](CO)O2)O)O)O)=C(C3=CC=C(O)C(OC)=C3)OC4=C1C(O)=CC(O)=C4

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 478.47 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.

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: Shang HS, Chen KW, Chou JS, Peng SF, Chen YL, Chen PY, Huang HC, Lu HF, Chang HY, Shih YL, Huang WW. Casticin Inhibits In Vivo Growth of Xenograft Tumors of Human Oral Cancer SCC-4 Cells. In Vivo. 2020 Sep-Oct;34(5):2461-2467. doi: 10.21873/invivo.12061. PMID: 32871773. 2: Li X, Mei W, Huang Z, Zhang L, Zhang L, Xu B, Shi X, Xiao Y, Ma Z, Liao T, Zhang H, Wang P. Casticin suppresses monoiodoacetic acid-induced knee osteoarthritis through inhibiting HIF-1α/NLRP3 inflammasome signaling. Int Immunopharmacol. 2020 Sep;86:106745. doi: 10.1016/j.intimp.2020.106745. Epub 2020 Jul 1. PMID: 32622201. 3: Lang SJ, Schmiech M, Hafner S, Paetz C, Werner K, El Gaafary M, Schmidt CQ, Syrovets T, Simmet T. Chrysosplenol d, a Flavonol from Artemisia annua, Induces ERK1/2-Mediated Apoptosis in Triple Negative Human Breast Cancer Cells. Int J Mol Sci. 2020 Jun 8;21(11):4090. doi: 10.3390/ijms21114090. PMID: 32521698; PMCID: PMC7312517. 4: Kim J, Seo YH, Kim J, Goo N, Jeong Y, Bae HJ, Jung SY, Lee J, Ryu JH. Casticin ameliorates scopolamine-induced cognitive dysfunction in mice. J Ethnopharmacol. 2020 Sep 15;259:112843. doi: 10.1016/j.jep.2020.112843. Epub 2020 May 4. PMID: 32380246. 5: Cheng ZY, Chueh FS, Peng SF, Lin CH, Kuo CL, Huang WW, Chen PY, Way TD, Chung JG. Combinational treatment of 5-fluorouracil and casticin induces apoptosis in mouse leukemia WEHI-3 cells in vitro. Environ Toxicol. 2020 Sep;35(9):911-921. doi: 10.1002/tox.22927. Epub 2020 Apr 9. PMID: 32270916. 6: Li X, Wang L, Cao X, Zhou L, Xu C, Cui Y, Qiu Y, Cao J. Casticin inhibits stemness of hepatocellular carcinoma cells via disrupting the reciprocal negative regulation between DNMT1 and miR-148a-3p. Toxicol Appl Pharmacol. 2020 Jun 1;396:114998. doi: 10.1016/j.taap.2020.114998. Epub 2020 Apr 5. PMID: 32268151. 7: Wee HN, Neo SY, Singh D, Yew HC, Qiu ZY, Tsai XC, How SY, Yip KC, Tan CH, Koh HL. Effects of Vitex trifolia L. leaf extracts and phytoconstituents on cytokine production in human U937 macrophages. BMC Complement Med Ther. 2020 Mar 18;20(1):91. doi: 10.1186/s12906-020-02884-w. PMID: 32188443; PMCID: PMC7081688. 8: Ramchandani S, Naz I, Lee JH, Khan MR, Ahn KS. An Overview of the Potential Antineoplastic Effects of Casticin. Molecules. 2020 Mar 12;25(6):1287. doi: 10.3390/molecules25061287. PMID: 32178324; PMCID: PMC7144019. 9: Cheng ZY, Hsiao YT, Huang YP, Peng SF, Huang WW, Liu KC, Hsia TC, Way TD, Chung JG. Casticin Induces DNA Damage and Affects DNA Repair Associated Protein Expression in Human Lung Cancer A549 Cells (Running Title: Casticin Induces DNA Damage in Lung Cancer Cells). Molecules. 2020 Jan 15;25(2):341. doi: 10.3390/molecules25020341. PMID: 31952105; PMCID: PMC7024307. 10: Jiang C, Shi R, Chen B, Yan X, Tang G. Casticin elicits inflammasome-induced pyroptosis through activating PKR/JNK/NF-κB signal in 5-8F cells. Biomed Pharmacother. 2020 Mar;123:109576. doi: 10.1016/j.biopha.2019.109576. Epub 2020 Jan 14. PMID: 31951974. 11: Fu C, Yu P, Wang M, Qiu F. Phytochemical analysis and geographic assessment of flavonoids, coumarins and sesquiterpenes in Artemisia annua L. based on HPLC- DAD quantification and LC-ESI-QTOF-MS/MS confirmation. Food Chem. 2020 May 15;312:126070. doi: 10.1016/j.foodchem.2019.126070. Epub 2019 Dec 24. PMID: 31911352. 12: Chu J, Yan B, Zhang J, Peng L, Ao X, Zheng Z, Jiang T, Zhang Z. Casticin Attenuates Osteoarthritis-Related Cartilage Degeneration by Inhibiting the ROS- Mediated NF-κB Signaling Pathway in vitro and in vivo. Inflammation. 2020 Jun;43(3):810-820. doi: 10.1007/s10753-019-01167-y. PMID: 31897918. 13: Liu J, Yang J, Hou Y, Zhu Z, He J, Zhao H, Ye X, Li D, Wu Z, Huang Z, Hao B, Yao K. Casticin inhibits nasopharyngeal carcinoma growth by targeting phosphoinositide 3-kinase. Cancer Cell Int. 2019 Dec 21;19:348. doi: 10.1186/s12935-019-1069-6. PMID: 31889900; PMCID: PMC6925493. 14: Kim JY, Shim SH. Anti-Atherosclerotic Effects of Fruits of Vitex rotundifolia and Their Isolated Compounds via Inhibition of Human LDL and HDL Oxidation. Biomolecules. 2019 Nov 12;9(11):727. doi: 10.3390/biom9110727. PMID: 31726713; PMCID: PMC6920959. 15: Lin CC, Chen KB, Tsai CH, Tsai FJ, Huang CY, Tang CH, Yang JS, Hsu YM, Peng SF, Chung JG. Casticin inhibits human prostate cancer DU 145 cell migration and invasion via Ras/Akt/NF-κB signaling pathways. J Food Biochem. 2019 Jul;43(7):e12902. doi: 10.1111/jfbc.12902. Epub 2019 May 16. PMID: 31353708. 16: Xie Y, Zhong L, Duan D, Li T. Casticin inhibits invasion and proliferation via downregulation of β-catenin and reversion of EMT in oral squamous cell carcinoma. J Oral Pathol Med. 2019 Nov;48(10):897-905. doi: 10.1111/jop.12930. Epub 2019 Aug 8. PMID: 31318467. 17: Sogame M, Naraki Y, Sasaki T, Seki M, Yokota K, Masada S, Hakamatsuka T. Quality Assessment of Medicinal Product and Dietary Supplements Containing Vitex agnus-castus by HPLC Fingerprint and Quantitative Analyses. Chem Pharm Bull (Tokyo). 2019;67(6):527-533. doi: 10.1248/cpb.c18-00725. PMID: 31155557. 18: Lang SJ, Schmiech M, Hafner S, Paetz C, Steinborn C, Huber R, Gaafary ME, Werner K, Schmidt CQ, Syrovets T, Simmet T. Antitumor activity of an Artemisia annua herbal preparation and identification of active ingredients. Phytomedicine. 2019 Sep;62:152962. doi: 10.1016/j.phymed.2019.152962. Epub 2019 May 16. PMID: 31132755. 19: Huang AC, Cheng YD, Huang LH, Hsiao YT, Peng SF, Lu KW, Lien JC, Yang JL, Lin TS, Chung JG. Casticin Induces DNA Damage and Impairs DNA Repair in Human Bladder Cancer TSGH-8301 Cells. Anticancer Res. 2019 Apr;39(4):1839-1847. doi: 10.21873/anticanres.13291. PMID: 30952724. 20: Lee JH, Kim C, Um JY, Sethi G, Ahn KS. Casticin-Induced Inhibition of Cell Growth and Survival Are Mediated through the Dual Modulation of Akt/mTOR Signaling Cascade. Cancers (Basel). 2019 Feb 22;11(2):254. doi: 10.3390/cancers11020254. PMID: 30813295; PMCID: PMC6406334.