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MedKoo Cat#: 146041 | Name: Natsudaidain

Description:

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

Natsudaidain is a natural compound derived from the root of the Polygonum cuspidatum plant, commonly used in traditional medicine for its anti-inflammatory and antioxidant properties. It acts by inhibiting key enzymes and signaling pathways involved in inflammation, such as cyclooxygenase (COX) and nitric oxide synthase (iNOS), reducing the production of inflammatory mediators. Natsudaidain has been studied for its potential in treating conditions like arthritis, cardiovascular diseases, and other inflammatory disorders. Its ability to modulate inflammatory responses makes it a promising candidate for use in both preventive and therapeutic applications.

Chemical Structure

Natsudaidain
Natsudaidain
CAS#35154-55-3

Theoretical Analysis

MedKoo Cat#: 146041

Name: Natsudaidain

CAS#: 35154-55-3

Chemical Formula: C21H22O9

Exact Mass: 418.1300

Molecular Weight: 418.40

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

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Natsudaidain;
IUPAC/Chemical Name
2-(3,4-dimethoxyphenyl)-3-hydroxy-5,6,7,8-tetramethoxy-4H-chromen-4-one
InChi Key
CCJBNIRSVUKABH-UHFFFAOYSA-N
InChi Code
1S/C21H22O9/c1-24-11-8-7-10(9-12(11)25-2)16-15(23)14(22)13-17(26-3)19(27-4)21(29-6)20(28-5)18(13)30-16/h7-9,23H,1-6H3
SMILES Code
COC1=C(OC)C=C(C=C1)C2=C(O)C(=O)C3=C(O2)C(OC)=C(OC)C(OC)=C3OC
Appearance
To be determined
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

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: Matsui T, Ito C, Itoigawa M, Okada T, Furukawa H. Effect of natsudaidain isolated from Citrus plants on TNF-alpha and cyclooxygenase-2 expression in RBL-2H3 cells. J Pharm Pharmacol. 2009 Jan;61(1):109-14. doi: 10.1211/jpp/61.01.0015. PMID: 19126304. 2: Wen J, Wang Y, Lu X, Pan H, Jin D, Wen J, Jin C, Sahu SK, Su J, Luo X, Jin X, Zhao J, Wu H, Liu EH, Liu H. An integrated multi-omics approach reveals polymethoxylated flavonoid biosynthesis in Citrus reticulata cv. Chachiensis. Nat Commun. 2024 May 11;15(1):3991. doi: 10.1038/s41467-024-48235-y. PMID: 38734724; PMCID: PMC11088696. 3: Nakamoto A, Hirabayashi Y, Anzaki C, Nakamoto M, Shuto E, Nii Y, Sakai T. Effects of polymethoxyflavonoids on T helper 17 cell differentiation in vitro and in vivo. J Med Invest. 2023;70(1.2):166-170. doi: 10.2152/jmi.70.166. PMID: 37164715. 4: Itoigawa M, Takeya K, Furukawa H. Cardiotonic flavonoids from Citrus plants (Rutaceae). Biol Pharm Bull. 1994 Nov;17(11):1519-21. doi: 10.1248/bpb.17.1519. PMID: 7703977. 5: Wang H, Huang YS, Liang YQ, Zhang XY, Xie H, Zhang SW. [Suitable harvest period of Aurantii Fructus based on UPLC-Q-TOF-MS metabolomics]. Zhongguo Zhong Yao Za Zhi. 2022 Jun;47(12):3175-3184. Chinese. doi: 10.19540/j.cnki.cjcmm.20220309.101. PMID: 35851109. 6: Okuyama S, Miyazaki K, Yamada R, Amakura Y, Yoshimura M, Sawamoto A, Nakajima M, Furukawa Y. Permeation of Polymethoxyflavones into the Mouse Brain and Their Effect on MK-801-Induced Locomotive Hyperactivity. Int J Mol Sci. 2017 Feb 24;18(3):489. doi: 10.3390/ijms18030489. PMID: 28245567; PMCID: PMC5372505. 7: Kinoshita K, Murase S. [Studies on the constituents of orange oil of Citrus natsudaidai Hayata. I. Structure of natsudaidain: 3-hydroxy-5,6,7,8,3',4'-hexamethoxyflavone]. Yakugaku Zasshi. 1971 Oct;91(10):1105-8. Japanese. doi: 10.1248/yakushi1947.91.10_1105. PMID: 5170014. 8: Kawaii S, Tomono Y, Katase E, Ogawa K, Yano M. Antiproliferative activity of flavonoids on several cancer cell lines. Biosci Biotechnol Biochem. 1999 May;63(5):896-9. doi: 10.1271/bbb.63.896. PMID: 10380632. 9: Kawaii S, Tomono Y, Katase E, Ogawa K, Yano M. HL-60 differentiating activity and flavonoid content of the readily extractable fraction prepared from citrus juices. J Agric Food Chem. 1999 Jan;47(1):128-35. doi: 10.1021/jf9805101. PMID: 10563860. 10: Miyata Y, Sato T, Imada K, Dobashi A, Yano M, Ito A. A citrus polymethoxyflavonoid, nobiletin, is a novel MEK inhibitor that exhibits antitumor metastasis in human fibrosarcoma HT-1080 cells. Biochem Biophys Res Commun. 2008 Feb 1;366(1):168-73. doi: 10.1016/j.bbrc.2007.11.100. Epub 2007 Nov 29. PMID: 18053806. 11: Sadasivam M, Kumarasamy C, Thangaraj A, Govindan M, Kasirajan G, Vijayan V, Devadasan V, Chia-Her L, Madhusudhanan GR, Ramaraj T, Palathurai Subramaniam M. Phytochemical constituents from dietary plant Citrus hystrix. Nat Prod Res. 2018 Jul;32(14):1721-1726. doi: 10.1080/14786419.2017.1399386. Epub 2017 Nov 9. PMID: 29117732. 12: Ahamed A, Loganathan V, Mullaivendhan J, Alodaini HA, Akbar I. Synthesis of chitosan and carboxymethyl cellulose connect flavonoid (CH-Fla-CMC) composite and their investigation of antioxidant, cytotoxicity activities. Int J Biol Macromol. 2025 Apr;300:140081. doi: 10.1016/j.ijbiomac.2025.140081. Epub 2025 Jan 23. PMID: 39863200. 13: Tong R, Peng M, Tong C, Guo K, Shi S. Online extraction-high performance liquid chromatography-diode array detector-quadrupole time-of-flight tandem mass spectrometry for rapid flavonoid profiling of Fructus aurantii immaturus. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Mar 1;1077-1078:1-6. doi: 10.1016/j.jchromb.2018.01.031. Epub 2018 Jan 31. PMID: 29413571. 14: Itoigawa M, Takeya K, Ito C, Furukawa H. Structure-activity relationship of cardiotonic flavonoids in guinea-pig papillary muscle. J Ethnopharmacol. 1999 Jun;65(3):267-72. doi: 10.1016/s0378-8741(98)00174-3. PMID: 10404425. 15: Ding YQ, Xiong Y, Zhou B, Deng MZ, Deng KZ. [Isolation and structural identification of flavonoids from Aurantii Fructus]. Zhongguo Zhong Yao Za Zhi. 2015 Jun;40(12):2352-6. Chinese. PMID: 26591524. 16: Kawaii S, Tomono Y, Katase E, Ogawa K, Yano M. Effect of citrus flavonoids on HL-60 cell differentiation. Anticancer Res. 1999 Mar-Apr;19(2A):1261-9. PMID: 10368686. 17: Wang P, Zhang J, Zhang Y, Su H, Qiu X, Gong L, Huang J, Bai J, Huang Z, Xu W. Chemical and genetic discrimination of commercial Guangchenpi (Citrus reticulata 'Chachi') by using UPLC-QTOF-MS/MS based metabolomics and DNA barcoding approaches. RSC Adv. 2019 Jul 29;9(40):23373-23381. doi: 10.1039/c9ra03740c. PMID: 35514483; PMCID: PMC9067315. 18: Kawaii S, Tomono Y, Katase E, Ogawa K, Nonomura-Nakano M, Nesumi H, Yoshida T, Sugiura M, Yano M. Quantitative study of fruit flavonoids in citrus hybrids of King (C. nobilis) and Mukaku Kishu (C. kinokuni). J Agric Food Chem. 2001 Aug;49(8):3982-6. doi: 10.1021/jf0100292. PMID: 11513699. 19: Qian S, Chen L. [Studies on the chemical constituents of Citrus reticulata]. Zhong Yao Cai. 1998 Jun;21(6):301-2. Chinese. PMID: 12567525.

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L 646462