Cajanin | CAS#32884-36-9 | isoflavone

MedKoo Cat#: 146285 | Name: Cajanin

Description:

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

Cajanin is a natural isoflavone compound found in pigeon pea (Cajanus cajan) and other leguminous plants. It exhibits various bioactive properties, including anti-inflammatory, antioxidant, and antimicrobial effects, making it of interest in pharmaceutical and nutraceutical applications. Its mechanism of action involves modulation of cellular signaling pathways, such as inhibition of pro-inflammatory mediators and scavenging of reactive oxygen species.

Chemical Structure

Cajanin

CAS#32884-36-9

Theoretical Analysis

MedKoo Cat#: 146285

Name: Cajanin

CAS#: 32884-36-9

Chemical Formula: C16H12O6

Exact Mass: 300.0634

Molecular Weight: 300.27

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

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

Cajanin;

IUPAC/Chemical Name

3-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4H-chromen-4-one

InChi Key

ALFNTRJPGFNJQV-UHFFFAOYSA-N

InChi Code

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

SMILES Code

COC1=CC2=C(C(=O)C(=CO2)C3=CC=C(O)C=C3O)C(O)=C1

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 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: Netcharoensirisuk P, Umehara K, De-Eknamkul W, Chaotham C. Cajanin Suppresses Melanin Synthesis through Modulating MITF in Human Melanin-Producing Cells. Molecules. 2021 Oct 5;26(19):6040. doi: 10.3390/molecules26196040. PMID: 34641584; PMCID: PMC8512678. 2: Tan S, Hua X, Xue Z, Ma J. Cajanin Stilbene Acid Inhibited Vancomycin- Resistant Enterococcus by Inhibiting Phosphotransferase System. Front Pharmacol. 2020 Apr 15;11:473. doi: 10.3389/fphar.2020.00473. PMID: 32372958; PMCID: PMC7179074. 3: Jia Y, Liu J, Yang Q, Zhang W, Efferth T, Liu S, Hua X. Cajanin stilbene acid: A direct inhibitor of colistin resistance protein MCR-1 that restores the efficacy of polymyxin B against resistant Gram-negative bacteria. Phytomedicine. 2023 Jun;114:154803. doi: 10.1016/j.phymed.2023.154803. Epub 2023 Apr 3. PMID: 37058946. 4: Hong SJ, Kwon OK, Hwang D, Goo SH, Kim DY, Kim MH, Kim SY, Jang HJ, Oh SR. Anti-Inflammatory Activity of Cajanin, an Isoflavonoid Derivative Isolated from Canavalia lineata Pods. Int J Mol Sci. 2022 Aug 22;23(16):9492. doi: 10.3390/ijms23169492. PMID: 36012755; PMCID: PMC9409483. 5: Kadioglu O, Fu Y, Wiench B, Zu Y, Efferth T. Synthetic cajanin stilbene acid derivatives inhibit c-MYC in breast cancer cells. Arch Toxicol. 2016 Mar;90(3):575-88. doi: 10.1007/s00204-015-1480-2. Epub 2015 Feb 26. PMID: 25716159. 6: Wu N, Yuan T, Yin Z, Yuan X, Sun J, Wu Z, Zhang Q, Redshaw C, Yang S, Dai X. Network Pharmacology and Molecular Docking Study of the Chinese Miao Medicine Sidaxue in the Treatment of Rheumatoid Arthritis. Drug Des Devel Ther. 2022 Feb 19;16:435-466. doi: 10.2147/DDDT.S330947. PMID: 35221674; PMCID: PMC8865873. 7: Fu Y, Kadioglu O, Wiench B, Wei Z, Wang W, Luo M, Yang X, Gu C, Zu Y, Efferth T. Activity of the antiestrogenic cajanin stilbene acid towards breast cancer. J Nutr Biochem. 2015 Nov;26(11):1273-82. doi: 10.1016/j.jnutbio.2015.06.004. Epub 2015 Jul 22. PMID: 26365581. 8: Özenver N, Kadioglu O, Fu Y, Efferth T. Kinome-Wide Profiling Identifies Human WNK3 as a Target of Cajanin Stilbene Acid from Cajanus cajan (L.) Millsp. Int J Mol Sci. 2022 Jan 28;23(3):1506. doi: 10.3390/ijms23031506. PMID: 35163434; PMCID: PMC8835736. 9: Bhargavan B, Gautam AK, Singh D, Kumar A, Chaurasia S, Tyagi AM, Yadav DK, Mishra JS, Singh AB, Sanyal S, Goel A, Maurya R, Chattopadhyay N. Methoxylated isoflavones, cajanin and isoformononetin, have non-estrogenic bone forming effect via differential mitogen activated protein kinase (MAPK) signaling. J Cell Biochem. 2009 Oct 1;108(2):388-99. doi: 10.1002/jcb.22264. PMID: 19598169. 10: Fu Y, Kadioglu O, Wiench B, Wei Z, Gao C, Luo M, Gu C, Zu Y, Efferth T. Cell cycle arrest and induction of apoptosis by cajanin stilbene acid from Cajanus cajan in breast cancer cells. Phytomedicine. 2015 Apr 15;22(4):462-8. doi: 10.1016/j.phymed.2015.02.005. Epub 2015 Mar 11. PMID: 25925968. 11: Shanmugam KR, Shanmugam B, Subbaiah GV, Ravi S, Reddy KS. Medicinal Plants and Bioactive Compounds for Diabetes Management: Important Advances in Drug Discovery. Curr Pharm Des. 2021;27(6):763-774. doi: 10.2174/1381612826666200928160357. PMID: 32988345. 12: Waffo AK, Azebaze GA, Nkengfack AE, Fomum ZT, Meyer M, Bodo B, van Heerden FR. Indicanines B and C, two isoflavonoid derivatives from the root bark of Erythrina indica. Phytochemistry. 2000 Apr;53(8):981-5. doi: 10.1016/s0031-9422(99)00615-9. PMID: 10820816. 13: Bravo RKD, Angelia MRN, Uy LYC, Garcia RN, Torio MAO. Isolation, purification and characterization of the antibacterial, antihypertensive and antioxidative properties of the bioactive peptides in the purified and proteolyzed major storage protein of pigeon pea (Cajanus cajan) seeds. Food Chem (Oxf). 2021 Dec 8;4:100062. doi: 10.1016/j.fochms.2021.100062. PMID: 35415680; PMCID: PMC8991556. 14: Umehara K, Nemoto K, Kimijima K, Matsushita A, Terada E, Monthakantirat O, De-Eknamkul W, Miyase T, Warashina T, Degawa M, Noguchi H. Estrogenic constituents of the heartwood of Dalbergia parviflora. Phytochemistry. 2008 Jan;69(2):546-52. doi: 10.1016/j.phytochem.2007.07.011. Epub 2007 Aug 24. PMID: 17719612. 15: Chen LW, Cheng MJ, Peng CF, Chen IS. Secondary metabolites and antimycobacterial activities from the roots of Ficus nervosa. Chem Biodivers. 2010 Jul;7(7):1814-21. doi: 10.1002/cbdv.200900227. PMID: 20658670. 16: Chen QC, Zhang WY, Jin W, Lee IS, Min BS, Jung HJ, Na M, Lee S, Bae K. Flavonoids and isoflavonoids from Sophorae Flos improve glucose uptake in vitro. Planta Med. 2010 Jan;76(1):79-81. doi: 10.1055/s-0029-1185944. Epub 2009 Jul 27. PMID: 19637114. 17: Darbour N, Bayet C, Rodin-Bercion S, Elkhomsi Z, Lurel F, Chaboud A, Guilet D. Isoflavones from Ficus nymphaefolia. Nat Prod Res. 2007 May;21(5):461-4. doi: 10.1080/14786410601086871. PMID: 17487619. 18: Tungmunnithum D, Drouet S, Lorenzo JM, Hano C. Green Extraction of Antioxidant Flavonoids from Pigeon Pea (Cajanus cajan (L.) Millsp.) Seeds and Its Antioxidant Potentials Using Ultrasound-Assisted Methodology. Molecules. 2021 Dec 13;26(24):7557. doi: 10.3390/molecules26247557. PMID: 34946637; PMCID: PMC8703396. 19: Seo EJ, Wiench B, Hamm R, Paulsen M, Zu Y, Fu Y, Efferth T. Cytotoxicity of natural products and derivatives toward MCF-7 cell monolayers and cancer stem- like mammospheres. Phytomedicine. 2015 Apr 15;22(4):438-43. doi: 10.1016/j.phymed.2015.01.012. Epub 2015 Feb 21. PMID: 25925965. 20: Kuete V, Nana F, Ngameni B, Mbaveng AT, Keumedjio F, Ngadjui BT. Antimicrobial activity of the crude extract, fractions and compounds from stem bark of Ficus ovata (Moraceae). J Ethnopharmacol. 2009 Jul 30;124(3):556-61. doi: 10.1016/j.jep.2009.05.003. Epub 2009 May 18. PMID: 19450673.