Synonym
Cajanol; UNII-U192S21MNA
IUPAC/Chemical Name
5-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-7-methoxychroman-4-one
InChi Key
RYYWWFXWFMYKJM-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H16O6/c1-21-10-6-13(19)16-15(7-10)23-8-12(17(16)20)11-4-3-9(18)5-14(11)22-2/h3-7,12,18-19H,8H2,1-2H3
SMILES Code
COc1cc2c(C(C(c3c(OC)cc(O)cc3)CO2)=O)c(O)c1
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
>3 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
316.31
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: Vo TT, Yang NC, Yang SE, Chen CL, Wu CH, Song TY. Effects of Cajanus cajan (L.) millsp. roots extracts on the antioxidant and anti-inflammatory activities. Chin J Physiol. 2020 May-Jun;63(3):137-148. doi: 10.4103/CJP.CJP_88_19. PMID: 32594067.
2: Zhao J, Li C, Wang W, Zhao C, Luo M, Mu F, Fu Y, Zu Y, Yao M. Hypocrea lixii, novel endophytic fungi producing anticancer agent cajanol, isolated from pigeon pea (Cajanus cajan [L.] Millsp.). J Appl Microbiol. 2013 Jul;115(1):102-13. doi: 10.1111/jam.12195. Epub 2013 Apr 5. PMID: 23495919.
3: Liang L, Gao C, Luo M, Zhao C, Wang W, Gu C, Yu J, Fu Y. The phytoestrogenic compound cajanol from Pigeonpea roots is associated with the activation of estrogen receptor α-dependent signaling pathway in human prostate cancer cells. Phytother Res. 2013 Dec;27(12):1834-41. doi: 10.1002/ptr.4937. Epub 2013 Feb 19. PMID: 23420757.
4: Yingkun N, Lvsong Z, Huimin Y. Shikonin inhibits the proliferation and induces the apoptosis of human HepG2 cells. Can J Physiol Pharmacol. 2010 Dec;88(12):1138-46. doi: 10.1139/Y10-085. PMID: 21164560.
5: Liu XL, Zhang XJ, Fu YJ, Zu YG, Wu N, Liang L, Efferth T. Cajanol inhibits the growth of Escherichia coli and Staphylococcus aureus by acting on membrane and DNA damage. Planta Med. 2011 Jan;77(2):158-63. doi: 10.1055/s-0030-1250146. Epub 2010 Aug 27. PMID: 20803417.
6: Luo M, Liu X, Zu Y, Fu Y, Zhang S, Yao L, Efferth T. Cajanol, a novel anticancer agent from Pigeonpea [Cajanus cajan (L.) Millsp.] roots, induces apoptosis in human breast cancer cells through a ROS-mediated mitochondrial pathway. Chem Biol Interact. 2010 Oct 6;188(1):151-60. doi: 10.1016/j.cbi.2010.07.009. Epub 2010 Jul 16. PMID: 20638373.
7: Duker-Eshun G, Jaroszewski JW, Asomaning WA, Oppong-Boachie F, Brøgger Christensen S. Antiplasmodial constituents of Cajanus cajan. Phytother Res. 2004 Feb;18(2):128-30. doi: 10.1002/ptr.1375. PMID: 15022164.
8: Marley PS, Hillocks RJ. Induction of phytoalexins in pigeonpea (Cajanus cajan) in response to inoculation with Fusarium udum and other treatments. Pest Manag Sci. 2002 Oct;58(10):1068-72. doi: 10.1002/ps.586. PMID: 12400448.
9: Ingham JL. Induced isoflavonoids from fungus-infected stems of pigeon pea (Cajanus cajan). Z Naturforsch C Biosci. 1976 Sep-Oct;31(9-10):504-8. doi: 10.1515/znc-1976-9-1005. PMID: 136119.
