Sudachitin | CAS#4281-28-1 | Polymethoxyflavone

MedKoo Cat#: 145648 | Name: Sudachitin

Description:

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

Sudachitin is a Polymethoxyflavone primarily found in Citrus sudachi. Sudachitin exerts anti-obesogenic effects, at least in part through the induction of lipolysis in adipocytes. Sudachitin reduces MMP-1 and MMP-3 production in TNF-α-stimulated HPDLC by inhibiting the Akt pathway.

Chemical Structure

Sudachitin

CAS#4281-28-1

Theoretical Analysis

MedKoo Cat#: 145648

Name: Sudachitin

CAS#: 4281-28-1

Chemical Formula: C18H16O8

Exact Mass: 360.0800

Molecular Weight: 360.32

Elemental Analysis: C, 60.00; H, 4.48; O, 35.52

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Sudachitin; Sudachinin; Menthocubanone;

IUPAC/Chemical Name

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4H-chromen-4-one

InChi Key

XRHHDQSPFPQKMS-UHFFFAOYSA-N

InChi Code

1S/C18H16O8/c1-23-12-6-8(4-5-9(12)19)11-7-10(20)13-14(21)17(24-2)15(22)18(25-3)16(13)26-11/h4-7,19,21-22H,1-3H3

SMILES Code

COC1=CC(=CC=C1O)C2=CC(=O)C3=C(O)C(OC)=C(O)C(OC)=C3O2

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 360.32 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: Goyal A, Sikarwar O, Verma A, Solanki K, Mishra MK. Therapeutic overview of sudachitin. J Biochem Mol Toxicol. 2024 Nov;38(11):e70003. doi: 10.1002/jbt.70003. PMID: 39392135. 2: Abe T, Sato T, Murotomi K. Sudachitin and Nobiletin Stimulate Lipolysis via Activation of the cAMP/PKA/HSL Pathway in 3T3-L1 Adipocytes. Foods. 2023 May 10;12(10):1947. doi: 10.3390/foods12101947. PMID: 37238764; PMCID: PMC10217623. 3: Mawatari K, Koike N, Nohara K, Wirianto M, Uebanso T, Shimohata T, Shikishima Y, Miura H, Nii Y, Burish MJ, Yagita K, Takahashi A, Yoo SH, Chen Z. The Polymethoxyflavone Sudachitin Modulates the Circadian Clock and Improves Liver Physiology. Mol Nutr Food Res. 2023 May;67(9):e2200270. doi: 10.1002/mnfr.202200270. Epub 2023 Mar 17. PMID: 36829302. 4: Hosokawa Y, Hosokawa I, Ozaki K, Matsuo T. Sudachitin Inhibits Matrix Metalloproteinase-1 and -3 Production in Tumor Necrosis Factor-α-Stimulated Human Periodontal Ligament Cells. Inflammation. 2019 Aug;42(4):1456-1462. doi: 10.1007/s10753-019-01007-z. PMID: 30997585. 5: Mitani M, Minatogawa Y, Nakamoto A, Nakamoto M, Shuto E, Nii Y, Sakai T. Sudachitin, polymethoxyflavone from Citrus sudachi, enhances antigen- specific cellular and humoral immune responses in BALB/c mice. J Clin Biochem Nutr. 2019 Mar;64(2):158-163. doi: 10.3164/jcbn.18-70. Epub 2018 Dec 5. PMID: 30936628; PMCID: PMC6436041. 6: Ota-Elliott RS, Fukui Y, Bian Y, Bian Z, Hu X, Sun H, Yu H, Morihara R, Ishiura H, Yamashita T. Neuroprotective effect of, a flavonoid, sudachitin in mice stroke model. Brain Res. 2024 Mar 15;1827:148745. doi: 10.1016/j.brainres.2023.148745. Epub 2024 Jan 3. PMID: 38176520. 7: Noguchi K, Ueda C, Watanabe M, Goma M, Umeda S, Tabira S, Furuyama K, Kanae H. Endothelium-Independent Vasorelaxant Effects of Sudachitin and Demethoxysudachitin, Polymethoxyflavone from the Peel of Citrus sudachi on Isolated Rat Aorta. Biol Pharm Bull. 2023;46(11):1583-1591. doi: 10.1248/bpb.b23-00386. PMID: 37914361. 8: Abe S, Yuasa K. Sudachitin, a polymethoxyflavone from Citrus sudachi, induces apoptosis via the regulation of MAPK pathways in human keratinocyte HaCaT cells. Biochem Biophys Res Commun. 2019 Nov 5;519(2):344-350. doi: 10.1016/j.bbrc.2019.09.010. Epub 2019 Sep 9. PMID: 31514996. 9: Hatanaka R, Taguchi A, Nagao Y, Yorimoto K, Takesato A, Masuda K, Ono T, Samukawa Y, Tanizawa Y, Ohta Y. The flavonoid Sudachitin regulates glucose metabolism via PDE inhibition. Heliyon. 2024 Aug 8;10(16):e35978. doi: 10.1016/j.heliyon.2024.e35978. PMID: 39224336; PMCID: PMC11367099. 10: Chen S, Nishi M, Morine Y, Yoshikawa K, Tokunaga T, Kashihara H, Takasu C, Wada Y, Yoshimoto T, Nakamoto A, Sakai T, Shimada M. Polymethoxylated flavone sudachitin is a safe anticancer adjuvant that targets glycolysis in cancer- associated fibroblasts. Oncol Lett. 2022 May 31;24(1):236. doi: 10.3892/ol.2022.13356. PMID: 35720469; PMCID: PMC9185147. 11: Hosokawa Y, Hosokawa I, Ozaki K, Matsuo T. The Polymethoxy Flavonoid Sudachitin Inhibits Interleukin-1β-Induced Inflammatory Mediator Production in Human Periodontal Ligament Cells. Biomed Res Int. 2021 Jan 28;2021:8826586. doi: 10.1155/2021/8826586. PMID: 33575345; PMCID: PMC7864735. 12: Ijaz MU, Imtiaz S, Hayat MF, Batool M, Al-Ghanim KA, Riaz MN. Sudachitin Alleviates Paraquat Instigated Testicular Toxicity in Albino Rats via Regulating Nrf-2/Keap-1, Inflammatory, Steroidogenic, and Histological Profile. Environ Toxicol. 2024 Dec;39(12):5284-5295. doi: 10.1002/tox.24408. Epub 2024 Aug 23. PMID: 39179512. 13: Tsutsumi R, Yoshida T, Nii Y, Okahisa N, Iwata S, Tsukayama M, Hashimoto R, Taniguchi Y, Sakaue H, Hosaka T, Shuto E, Sakai T. Sudachitin, a polymethoxylated flavone, improves glucose and lipid metabolism by increasing mitochondrial biogenesis in skeletal muscle. Nutr Metab (Lond). 2014 Jul 4;11:32. doi: 10.1186/1743-7075-11-32. PMID: 25114710; PMCID: PMC4128574. 14: Gandhi GR, Vasconcelos ABS, Wu DT, Li HB, Antony PJ, Li H, Geng F, Gurgel RQ, Narain N, Gan RY. Citrus Flavonoids as Promising Phytochemicals Targeting Diabetes and Related Complications: A Systematic Review of In Vitro and In Vivo Studies. Nutrients. 2020 Sep 23;12(10):2907. doi: 10.3390/nu12102907. PMID: 32977511; PMCID: PMC7598193. 15: Yuasa K, Tada K, Harita G, Fujimoto T, Tsukayama M, Tsuji A. Sudachitin, a polymethoxyflavone from Citrus sudachi, suppresses lipopolysaccharide-induced inflammatory responses in mouse macrophage-like RAW264 cells. Biosci Biotechnol Biochem. 2012;76(3):598-600. doi: 10.1271/bbb.110800. PMID: 22451408. 16: Ohyama Y, Ito J, Kitano VJ, Shimada J, Hakeda Y. The polymethoxy flavonoid sudachitin suppresses inflammatory bone destruction by directly inhibiting osteoclastogenesis due to reduced ROS production and MAPK activation in osteoclast precursors. PLoS One. 2018 Jan 17;13(1):e0191192. doi: 10.1371/journal.pone.0191192. PMID: 29342179; PMCID: PMC5771597. 17: Abe S, Hirose S, Nishitani M, Yoshida I, Tsukayama M, Tsuji A, Yuasa K. Citrus peel polymethoxyflavones, sudachitin and nobiletin, induce distinct cellular responses in human keratinocyte HaCaT cells. Biosci Biotechnol Biochem. 2018 Dec;82(12):2064-2071. doi: 10.1080/09168451.2018.1514246. Epub 2018 Sep 5. PMID: 30185129. 18: Noguchi K, Umeda S, Goma M, Ueda C, Tabira S, Furuyama K, Taniguchi M, Nagai A, Matsushita M, Kanae H. Chronotropic and Inotropic Effects of Sudachitin, a Polymethoxyflavone from the Peel of Citrus sudachi on Isolated Rat Atria and Its Underlying Mechanisms. Biol Pharm Bull. 2024;47(12):2011-2020. doi: 10.1248/bpb.b24-00575. PMID: 39647904. 19: Shikishima Y, Tsutsumi R, Kawakami A, Miura H, Nii Y, Sakaue H. Sudachi peel extract powder including the polymethoxylated flavone sudachitin improves visceral fat content in individuals at risk for developing diabetes. Food Sci Nutr. 2021 Jun 15;9(8):4076-4084. doi: 10.1002/fsn3.2339. PMID: 34401059; PMCID: PMC8358332. 20: Faisal Hayat M, Bibi M, Batool M, Eman R, Hamdi H, Umar Ijaz M. Ameliorative Potential of Sudachitin Against Paraquat Induced Renal Toxicity in Rats Via Regulating Nrf2/Keap1 Pathway: An Inflammatory, Apoptotic and Histopathological Assessment. Chem Biodivers. 2024 Sep 22:e202401656. doi: 10.1002/cbdv.202401656. Epub ahead of print. PMID: 39307685.