Tectorigenin | CAS# 548-77-6 | isoflavonoid

MedKoo Cat#: 558010 | Name: Tectorigenin

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Description:

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

Tectorigenin is an O-methylated isoflavone. Tectorigenin Promotes Osteoblast Differentiation and in vivo Bone Healing, but Suppresses Osteoclast Differentiation and in vivo Bone Resorption. Tectorigenin attenuates the MPP<sup>+</sup>-induced SH-SY5Y cell damage, indicating a potential beneficial role in Parkinson's disease by oxidative stress inhibition.

Chemical Structure

Tectorigenin

CAS#548-77-6

Theoretical Analysis

MedKoo Cat#: 558010

Name: Tectorigenin

CAS#: 548-77-6

Chemical Formula: C16H12O6

Exact Mass: 300.0600

Molecular Weight: 300.27

Elemental Analysis: C, 64.00; H, 4.03; O, 31.97

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 420.00
50mg	USD 1,250.00

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Related CAS #

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Synonym

Tectorigenin; K 251T; K251T; K-251T;

IUPAC/Chemical Name

4',5,7-Trihydroxy-6-methoxyisoflavone

InChi Key

OBBCRPUNCUPUOS-UHFFFAOYSA-N

InChi Code

InChI=1S/C16H12O6/c1-21-16-11(18)6-12-13(15(16)20)14(19)10(7-22-12)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3

SMILES Code

O=C1C(C2=CC=C(O)C=C2)=COC3=C1C(O)=C(OC)C(O)=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 300.27 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: Lee SY, Kim GT, Yun HM, Kim YC, Kwon IK, Kim EC. Tectorigenin Promotes Osteoblast Differentiation and in vivo Bone Healing, but Suppresses Osteoclast Differentiation and in vivo Bone Resorption. Mol Cells. 2018 May 15. doi: 10.14348/molcells.2018.0056. [Epub ahead of print] PubMed PMID: 29764006. 2: Han NR, Nam SY, Hong S, Kim HY, Moon PD, Kim HJ, Cho H, Lee B, Kim HM, Jeong HJ. Improvement effects of a mixed extract of flowers of Pueraria thomsonii Benth. and peels of Citrus unshiu Markovich on postmenopausal symptoms of ovariectomized mice. Biomed Pharmacother. 2018 Apr 17;103:524-530. doi: 10.1016/j.biopha.2018.04.070. [Epub ahead of print] PubMed PMID: 29677538. 3: Gu J, Wu W, Huang M, Long F, Liu X, Zhu Y. Application of High-Performance Liquid Chromatography Coupled with Linear Ion Trap Quadrupole Orbitrap Mass Spectrometry for Qualitative and Quantitative Assessment of Shejin-Liyan Granule Supplements. Molecules. 2018 Apr 11;23(4). pii: E884. doi: 10.3390/molecules23040884. PubMed PMID: 29641474. 4: Zeng L, Yuan S, Shen J, Wu M, Pan L, Kong X. Suppression of human breast cancer cells by tectorigenin through downregulation of matrix metalloproteinases and MAPK signaling in vitro. Mol Med Rep. 2018 Mar;17(3):3935-3943. doi: 10.3892/mmr.2017.8313. Epub 2017 Dec 19. PubMed PMID: 29359782. 5: Bukvički D, Novaković M, Ab Ghani N, Marin PD, Asakawa Y. Secondary metabolites from endemic species Iris adriatica Trinajstić ex Mitić (Iridaceae). Nat Prod Res. 2017 Nov 10:1-4. doi: 10.1080/14786419.2017.1402309. [Epub ahead of print] PubMed PMID: 29126369. 6: Gong P, Deng F, Zhang W, Ji J, Liu J, Sun Y, Hu J. Tectorigenin attenuates the MPP(+)-induced SH-SY5Y cell damage, indicating a potential beneficial role in Parkinson's disease by oxidative stress inhibition. Exp Ther Med. 2017 Nov;14(5):4431-4437. doi: 10.3892/etm.2017.5049. Epub 2017 Aug 28. PubMed PMID: 29067118; PubMed Central PMCID: PMC5647714. 7: Applová L, Karlíčková J, Říha M, Filipský T, Macáková K, Spilková J, Mladěnka P. The isoflavonoid tectorigenin has better antiplatelet potential than acetylsalicylic acid. Phytomedicine. 2017 Nov 15;35:11-17. doi: 10.1016/j.phymed.2017.08.023. Epub 2017 Aug 24. PubMed PMID: 28991640. 8: Wang JF, Wang F, Zhao N, Yang CY, Wang GY, Wei Y, Zhang WY. [Preparation and release mechanism of tectorigenin intragastric floating sustained-release tablets]. Zhongguo Zhong Yao Za Zhi. 2017 Jan;42(2):298-302. doi: 10.19540/j.cnki.cjcmm.20161222.030. Chinese. PubMed PMID: 28948734. 9: Wang CL, Li, Wang CD, Xiao F, Zhu JF, Shen C, Zuo B, Cui YM, Wang H, Gao Y, Hu GL, Zhang XL, Chen XD. Anti-inflammatory and anti-osteoarthritis effects of tectorigenin. Biol Open. 2017 Aug 15;6(8):1130-1136. doi: 10.1242/bio.024562. PubMed PMID: 28642243; PubMed Central PMCID: PMC5576074. 10: Bulgakov VP, Vereshchagina YV, Veremeichik GN. Anticancer Polyphenols from Cultured Plant Cells: Production and New Bioengineering Strategies. Curr Med Chem. 2017 Jun 8. doi: 10.2174/0929867324666170609080357. [Epub ahead of print] PubMed PMID: 28595545. 11: Li S, Li S, Huang Y, Liu C, Chen L, Zhang Y. Ionic-liquid-based ultrasound-assisted extraction of isoflavones from Belamcanda chinensis and subsequent screening and isolation of potential α-glucosidase inhibitors by ultrafiltration and semipreparative high-performance liquid chromatography. J Sep Sci. 2017 Jun;40(12):2565-2574. doi: 10.1002/jssc.201700258. Epub 2017 Jun 1. PubMed PMID: 28444982. 12: Zhang Y, He L, Yue S, Huang Q, Zhang Y, Yang J. Characterization and evaluation of a self-microemulsifying drug delivery system containing tectorigenin, an isoflavone with low aqueous solubility and poor permeability. Drug Deliv. 2017 Nov;24(1):632-640. doi: 10.1080/10717544.2017.1284946. PubMed PMID: 28283000. 13: Li S, Li S, Liu C, Liu C, Zhang Y. Extraction and isolation of potential anti-stroke compounds from flowers of Pueraria lobata guided by in vitro PC12 cell model. J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Mar 24;1048:111-120. doi: 10.1016/j.jchromb.2017.02.009. Epub 2017 Feb 14. PubMed PMID: 28236683. 14: Zhang R, Piao MJ, Oh MC, Park JE, Shilnikova K, Moon YJ, Kim DH, Jung U, Kim IG, Hyun JW. Protective Effect of an Isoflavone, Tectorigenin, Against Oxidative Stress-induced Cell Death via Catalase Activation. J Cancer Prev. 2016 Dec;21(4):257-263. doi: 10.15430/JCP.2016.21.4.257. Epub 2016 Dec 30. PubMed PMID: 28053960; PubMed Central PMCID: PMC5207610. 15: Li LC, Kan LD. Traditional Chinese medicine for pulmonary fibrosis therapy: Progress and future prospects. J Ethnopharmacol. 2017 Feb 23;198:45-63. doi: 10.1016/j.jep.2016.12.042. Epub 2016 Dec 28. Review. PubMed PMID: 28038955. 16: Li S, Li S, Tang Y, Liu C, Chen L, Zhang Y. Ultrafiltration-LC-MS combined with semi-preparative HPLC for the simultaneous screening and isolation of lactate dehydrogenase inhibitors from Belamcanda chinensis. J Sep Sci. 2016 Dec;39(23):4533-4543. doi: 10.1002/jssc.201600703. Epub 2016 Nov 8. PubMed PMID: 27734585. 17: Zhan G, Pan L, Tu K, Jiao S. Antitumor, Antioxidant, and Nitrite Scavenging Effects of Chinese Water Chestnut (Eleocharis dulcis) Peel Flavonoids. J Food Sci. 2016 Oct;81(10):H2578-H2586. doi: 10.1111/1750-3841.13434. Epub 2016 Sep 7. PubMed PMID: 27603811. 18: Li L, Liu JZ, Luo M, Wang W, Huang YY, Efferth T, Wang HM, Fu YJ. Efficient extraction and preparative separation of four main isoflavonoids from Dalbergia odorifera T. Chen leaves by deep eutectic solvents-based negative pressure cavitation extraction followed by macroporous resin column chromatography. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Oct 15;1033-1034:40-48. doi: 10.1016/j.jchromb.2016.08.005. Epub 2016 Aug 3. PubMed PMID: 27517524. 19: Tang Y, Li S, Li S, Yang X, Qin Y, Zhang Y, Liu C. Screening and isolation of potential lactate dehydrogenase inhibitors from five Chinese medicinal herbs: Soybean, Radix pueraria, Flos pueraria, Rhizoma belamcandae, and Radix astragali. J Sep Sci. 2016 Jun;39(11):2043-9. doi: 10.1002/jssc.201600050. Epub 2016 May 3. PubMed PMID: 27059876. 20: Zhang L, Wei K, Xu J, Yang D, Zhang C, Wang Z, Li M. Belamcanda chinensis (L.) DC-An ethnopharmacological, phytochemical and pharmacological review. J Ethnopharmacol. 2016 Jun 20;186:1-13. doi: 10.1016/j.jep.2016.03.046. Epub 2016 Mar 23. Review. PubMed PMID: 27032710.