Imperatorin
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MedKoo CAT#: 328060

CAS#: 482-44-0

Description: Imperatorin, aslo known as Pentosalen, Marmelosin, is a furocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae), Angelica archangelica, etc. Imperatorin has many documented pharmacological properties which make it a candidate for possible drug development. Imperatorin showed the activity on the central nervous system, anticancer and antiviral, and the cardiovascular system.


Price and Availability

Size Price Shipping out time Quantity
50mg USD 450 2 Weeks
100mg USD 750 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-10-31. Prices are subject to change without notice.

Imperatorin, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 328060
Name: Imperatorin
CAS#: 482-44-0
Chemical Formula: C16H14O4
Exact Mass: 270.0892
Molecular Weight: 270.284
Elemental Analysis: C, 71.10; H, 5.22; O, 23.68


Synonym: Imperatorin; Pentosalen; Ammidin; Marmelosin

IUPAC/Chemical Name: 9-[(3-Methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one

InChi Key: OLOOJGVNMBJLLR-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3

SMILES Code: O=C1C=CC2=CC3=C(OC=C3)C(OC/C=C(C)/C)=C2O1


Technical Data

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


References

1: Hu L, Sun J, Li H, Wang L, Wei Y, Wang Y, Zhu Y, Huo H, Tan Y. Differential mechanistic investigation of protective effects from imperatorin and sec-O-glucosylhamaudol against arsenic trioxide-induced cytotoxicity in vitro. Toxicol In Vitro. 2016 Dec;37:97-105. doi: 10.1016/j.tiv.2016.09.002. PubMed PMID: 27608960.

2: Jia M, Li Y, Xin HL, Hou TT, Zhang ND, Xu HT, Zhang QY, Qin LP. Estrogenic activity of osthole and imperatorin in MCF-7 cells and their osteoblastic effects in Saos-2 cells. Chin J Nat Med. 2016 Jun;14(6):413-20. doi: 10.1016/S1875-5364(16)30037-1. PubMed PMID: 27473958.

3: Kozioł E, Skalicka-Woźniak K. Imperatorin-pharmacological meaning and analytical clues: profound investigation. Phytochem Rev. 2016;15:627-649. Review. PubMed PMID: 27453708; PubMed Central PMCID: PMC4939159.

4: Lee E, Choi SY, Yang JH, Lee YJ. Preventive effects of imperatorin on perfluorohexanesulfonate-induced neuronal apoptosis via inhibition of intracellular calcium-mediated ERK pathway. Korean J Physiol Pharmacol. 2016 Jul;20(4):399-406. doi: 10.4196/kjpp.2016.20.4.399. PubMed PMID: 27382356; PubMed Central PMCID: PMC4930908.

5: Lin CL, Hsiao G, Wang CC, Lee YL. Imperatorin exerts antiallergic effects in Th2-mediated allergic asthma via induction of IL-10-producing regulatory T cells by modulating the function of dendritic cells. Pharmacol Res. 2016 Aug;110:111-21. doi: 10.1016/j.phrs.2016.04.030. PubMed PMID: 27185659.

6: Zhou N, Zhu Y, Zhang P, Zhang YU, Zhou M, Wang T, He L. Imperatorin derivative OW1 inhibits the upregulation of TGF-β and MMP-2 in renovascular hypertension-induced cardiac remodeling. Exp Ther Med. 2016 May;11(5):1748-1754. PubMed PMID: 27168797; PubMed Central PMCID: PMC4840669.

7: Song G, Jin M, Du Y, Cao L, Xu H. UPLC-QTOF-MS/MS based screening and identification of the metabolites in rat bile after oral administration of imperatorin. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Jun 1;1022:21-9. doi: 10.1016/j.jchromb.2016.04.007. PubMed PMID: 27070117.

8: Ouyang P, Chen J, Sun M, Yin Z, Lin J, Fu H, Shu G, He C, Lv C, Deng X, Wang K, Geng Y, Yin L. Imperatorin inhibits the expression of alpha-hemolysin in Staphylococcus aureus strain BAA-1717 (USA300). Antonie Van Leeuwenhoek. 2016 Jul;109(7):915-22. doi: 10.1007/s10482-016-0690-9. PubMed PMID: 27043440.

9: Zheng YM, Lu AX, Shen JZ, Kwok AH, Ho WS. Imperatorin exhibits anticancer activities in human colon cancer cells via the caspase cascade. Oncol Rep. 2016 Apr;35(4):1995-2002. doi: 10.3892/or.2016.4586. PubMed PMID: 26794238.

10: Hwang YL, Im M, Lee MH, Roh SS, Choi BW, Kim SJ, Sohn KC, Lee Y, Seo YJ, Lee JH, Kim CD. Inhibitory effect of imperatorin on insulin-like growth factor-1-induced sebum production in human sebocytes cultured in vitro. Life Sci. 2016 Jan 1;144:49-53. doi: 10.1016/j.lfs.2015.11.027. PubMed PMID: 26631504.

11: Jeong KT, Lee E, Park NY, Kim SG, Park HH, Lee J, Lee YJ, Lee E. Imperatorin Suppresses Degranulation and Eicosanoid Generation in Activated Bone Marrow-Derived Mast Cells. Biomol Ther (Seoul). 2015 Sep;23(5):421-7. doi: 10.4062/biomolther.2015.023. PubMed PMID: 26336581; PubMed Central PMCID: PMC4556201.

12: Mendel M, Skalicka-Woźniak K, Chłopecka M, Dziekan N. Effect of Imperatorin on the Spontaneous Motor Activity of Rat Isolated Jejunum Strips. Evid Based Complement Alternat Med. 2015;2015:614849. doi: 10.1155/2015/614849. PubMed PMID: 26236380; PubMed Central PMCID: PMC4510122.

13: Hu J, Xu C, Cheng B, Jin L, Li J, Gong Y, Lin W, Pan Z, Pan C. Imperatorin acts as a cisplatin sensitizer via downregulating Mcl-1 expression in HCC chemotherapy. Tumour Biol. 2016 Jan;37(1):331-9. doi: 10.1007/s13277-015-3591-z. PubMed PMID: 26219890.

14: Zhou N, Zhang Y, Wang T, He J, He H, He L. The imperatorin derivative OW1, a new vasoactive compound, inhibits VSMC proliferation and extracellular matrix hyperplasia. Toxicol Appl Pharmacol. 2015 Apr 15;284(2):125-33. doi: 10.1016/j.taap.2015.02.019. PubMed PMID: 25727310.

15: Correction to: "Imperatorin is a mechanism-based inactivator of CYP2B6". Drug Metab Dispos. 2015 Apr;43(4):570. doi: 10.1124/dmd.115.060558err. PubMed PMID: 25713273.

16: Wang YW, Yang CT, Chen YH, Gong CL, Chen YF, Kuo YH, Leung YM. Inhibitory effects of imperatorin on voltage-gated K(+) channels and ATP-sensitive K(+) channels. Pharmacol Rep. 2015 Feb;67(1):134-9. doi: 10.1016/j.pharep.2014.08.015. PubMed PMID: 25560587.

17: Zheng L, Cao J, Lu D, Ji L, Peng Y, Zheng J. Imperatorin is a mechanism-based inactivator of CYP2B6. Drug Metab Dispos. 2015 Jan;43(1):82-8. doi: 10.1124/dmd.114.060558. Erratum in: Drug Metab Dispos. 2015 Apr;43(4):570. PubMed PMID: 25378064.

18: Rahman A, Siddiqui SA, Jakhar R, Kang SC. Growth inhibition of various human cancer cell lines by imperatorin and limonin from poncirus trifoliata rafin. Seeds. Anticancer Agents Med Chem. 2015;15(2):236-41. PubMed PMID: 25244913.

19: Budzynska B, Boguszewska-Czubara A, Kruk-Slomka M, Skalicka-Wozniak K, Michalak A, Musik I, Biala G. Effects of imperatorin on scopolamine-induced cognitive impairment and oxidative stress in mice. Psychopharmacology (Berl). 2015 Mar;232(5):931-42. doi: 10.1007/s00213-014-3728-6. PubMed PMID: 25189792; PubMed Central PMCID: PMC4325182.

20: Cao Y, Zhang Y, Wang N, He L. Antioxidant effect of imperatorin from Angelica dahurica in hypertension via inhibiting NADPH oxidase activation and MAPK pathway. J Am Soc Hypertens. 2014 Aug;8(8):527-36. doi: 10.1016/j.jash.2014.04.006. PubMed PMID: 24973900.