MedKoo Cat#: 558088 | Name: Karanjin
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Description:

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

Karanjin is a furanoflavonoid primarily found in Pongamia pinnata (also known as the Indian beech tree). It exhibits diverse bioactivities, including: Anti-inflammatory: Modulates inflammatory pathways, potentially through inhibition of NF-κB signaling. Antioxidant: Scavenges free radicals and protects against oxidative stress. Antimicrobial: Displays antibacterial and antifungal properties against various pathogens. Anticancer: Shows cytotoxic effects on certain cancer cell lines, possibly via apoptosis induction. Insecticidal & Pesticidal: Acts as a bioinsecticide and acaricide, disrupting pest metabolism. Hepatoprotective: Demonstrates liver-protective effects in experimental models. Antidiabetic: May improve glucose metabolism and insulin sensitivity.

Chemical Structure

Karanjin
Karanjin
CAS#521-88-0

Theoretical Analysis

MedKoo Cat#: 558088

Name: Karanjin

CAS#: 521-88-0

Chemical Formula: C18H12O4

Exact Mass: 292.0700

Molecular Weight: 292.29

Elemental Analysis: C, 73.97; H, 4.14; O, 21.89

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
25mg USD 550.00 2 Weeks
100mg USD 1,250.00 2 Weeks
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Related CAS #
No Data
Synonym
NSC335755; NSC-335755; NSC 335755; Derisom; Karanjin;
IUPAC/Chemical Name
3-Methoxy-2-phenyl-4H-furo(2,3-h)(1)benzopyran-4-one
InChi Key
LKPQNZRGGNOPPU-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H12O4/c1-20-18-15(19)13-7-8-14-12(9-10-21-14)17(13)22-16(18)11-5-3-2-4-6-11/h2-10H,1H3
SMILES Code
O=C1C(OC)=C(C2=CC=CC=C2)OC3=C1C=CC4=C3C=CO4
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

Preparing Stock Solutions

The following data is based on the product molecular weight 292.29 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: Bose M, Chakraborty M, Bhattacharya S, Mukherjee D, Mandal S, Mishra R. Prevention of arthritis markers in experimental animal and inflammation signalling in macrophage by Karanjin isolated from Pongamia pinnata seed extract. Phytother Res. 2014 Aug;28(8):1188-95. doi: 10.1002/ptr.5113. Epub 2014 Jan 7. PubMed PMID: 24399783. 2: Michaelis M, Rothweiler F, Nerreter T, Sharifi M, Ghafourian T, Cinatl J. Karanjin interferes with ABCB1, ABCC1, and ABCG2. J Pharm Pharm Sci. 2014;17(1):92-105. PubMed PMID: 24735762. 3: Guo JR, Chen QQ, Lam CW, Zhang W. Effects of karanjin on cell cycle arrest and apoptosis in human A549, HepG2 and HL-60 cancer cells. Biol Res. 2015 Jul 26;48:40. doi: 10.1186/s40659-015-0031-x. PubMed PMID: 26209237; PubMed Central PMCID: PMC4515023. 4: Yi D, Wang Z, Yi L. Development and validation of an LC-MS method for determination of Karanjin in rat plasma: application to preclinical pharmacokinetics. J Chromatogr Sci. 2015 Apr;53(4):456-61. doi: 10.1093/chromsci/bmu064. Epub 2014 Jul 6. PubMed PMID: 25002684. 5: Jaiswal N, Yadav PP, Maurya R, Srivastava AK, Tamrakar AK. Karanjin from Pongamia pinnata induces GLUT4 translocation in skeletal muscle cells in a phosphatidylinositol-3-kinase-independent manner. Eur J Pharmacol. 2011 Nov 16;670(1):22-8. doi: 10.1016/j.ejphar.2011.08.049. Epub 2011 Sep 14. PubMed PMID: 21939653. 6: Vismaya, Belagihally SM, Rajashekhar S, Jayaram VB, Dharmesh SM, Thirumakudalu SK. Gastroprotective Properties of Karanjin from Karanja (Pongamia pinnata) Seeds; Role as Antioxidant and H, K-ATPase Inhibitor. Evid Based Complement Alternat Med. 2011;2011:747246. doi: 10.1093/ecam/neq027. Epub 2011 Mar 13. PubMed PMID: 21799691; PubMed Central PMCID: PMC3137509. 7: Katekhaye S, Kale MS, Laddha KS. Development and Validation of an HPLC Method for Karanjin in Pongamia pinnata linn. Leaves. Indian J Pharm Sci. 2012 Jan;74(1):72-5. doi: 10.4103/0250-474X.102547. PubMed PMID: 23204626; PubMed Central PMCID: PMC3507349. 8: Shailajan S, Menon S, Pednekar S, Singh A. Wound healing efficacy of Jatyadi Taila: in vivo evaluation in rat using excision wound model. J Ethnopharmacol. 2011 Oct 31;138(1):99-104. doi: 10.1016/j.jep.2011.08.050. Epub 2011 Aug 30. PubMed PMID: 21907784. 9: Majumdar D. Suppression of nitrification and N2O emission by karanjin--a nitrification inhibitor prepared from karanja (Pongamia glabra Vent.). Chemosphere. 2002 Jun;47(8):845-50. PubMed PMID: 12079079. 10: SEETHARAMIAH A. Experiments on the synthesis of karanjin. J Chem Soc. 1948 Jun;174:894. PubMed PMID: 18871283. 11: Perumalsamy H, Jang MJ, Kim JR, Kadarkarai M, Ahn YJ. Larvicidal activity and possible mode of action of four flavonoids and two fatty acids identified in Millettia pinnata seed toward three mosquito species. Parasit Vectors. 2015 Apr 19;8:237. doi: 10.1186/s13071-015-0848-8. PubMed PMID: 25928224; PubMed Central PMCID: PMC4410478. 12: Mandal B, Maity CR. Hypoglycemic action of karanjin. Acta Physiol Pharmacol Bulg. 1986;12(4):42-6. PubMed PMID: 3577798. 13: Tamrakar AK, Yadav PP, Tiwari P, Maurya R, Srivastava AK. Identification of pongamol and karanjin as lead compounds with antihyperglycemic activity from Pongamia pinnata fruits. J Ethnopharmacol. 2008 Aug 13;118(3):435-9. doi: 10.1016/j.jep.2008.05.008. Epub 2008 May 15. PubMed PMID: 18572336. 14: Peng Y, Chen Y, Gao C, Yan T, Cao W, Huang R. A new 1,2-ethanedione benzofurane derivative from Tephrosia purpurea. Nat Prod Res. 2014;28(20):1705-8. doi: 10.1080/14786419.2014.940587. Epub 2014 Aug 12. PubMed PMID: 25116833. 15: Na Z, Song QS, Hu HB. Flavonoids from twigs of Millettia pubinervis. Nat Prod Commun. 2014 Dec;9(12):1721-2. PubMed PMID: 25632467. 16: Simin K, Ali Z, Khaliq-Uz-Zaman SM, Ahmad VU. Structure and biological activity of a new rotenoid from Pongamia pinnata. Nat Prod Lett. 2002 Oct;16(5):351-7. PubMed PMID: 12434992. 17: Ghosh A, Mandal S, Banerji A, Kar M, Banerji J. A new chalcone from Pongamia pinnata and its antioxidant properties. Nat Prod Commun. 2009 Feb;4(2):209-10. PubMed PMID: 19370923. 18: Ribeiro Ldo P, Zanardi OZ, Vendramim JD, Yamamoto PT. Comparative toxicity of an acetogenin-based extract and commercial pesticides against citrus red mite. Exp Appl Acarol. 2014;64(1):87-98. doi: 10.1007/s10493-014-9810-2. Epub 2014 Apr 3. PubMed PMID: 24696362. 19: Yin H, Zhang S, Wu J. [Study on flavonoids from stem bark of Pongamia pinnata]. Zhong Yao Cai. 2004 Jul;27(7):493-5. Chinese. PubMed PMID: 15551964. 20: Ghosh A, Mandal S, Banerji A, Banerji J. A new biflavonyloxymethane from Pongamia pinnata. Nat Prod Commun. 2010 Aug;5(8):1213-4. PubMed PMID: 20839621.