WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H558499
CAS#: 478-42-2
Description: Khellinol is a vasodilator that also has bronchodilatory action.
Hodoodo Cat#: H558499
Name: Khellinol
CAS#: 478-42-2
Chemical Formula: C13H10O5
Exact Mass: 246.05
Molecular Weight: 246.220
Elemental Analysis: C, 63.42; H, 4.09; O, 32.49
This product is not in stock, which may be available by custom synthesis.
For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge).
Quote less than 1g will not be provided. To request quote, please email to sales @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.
Synonym: Khellinol; 5-Norkhellin; 5 Norkhellin; 5Norkhellin;
IUPAC/Chemical Name: 5H-Furo(3,2-g)(1)benzopyran-5-one, 4-hydroxy-9-methoxy-7-methyl-
InChi Key: GEYVZPGXYUDRSN-UHFFFAOYSA-N
InChi Code: InChI=1S/C13H10O5/c1-6-5-8(14)9-10(15)7-3-4-17-11(7)13(16-2)12(9)18-6/h3-5,15H,1-2H3
SMILES Code: O=C1C=C(C)OC2=C(OC)C(OC=C3)=C3C(O)=C12
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: >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: 2934.99.03.00
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 246.22 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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Kamal A, Khan W, Ahmad S, Ahmad FJ, Saleem K. Development and validation of high-performance liquid chromatography and high-performance thin-layer chromatography methods for the quantification of khellin in Ammi visnaga seed. J Pharm Bioallied Sci. 2015 Oct-Dec;7(4):308-13. doi: 10.4103/0975-7406.168033. PubMed PMID: 26681890; PubMed Central PMCID: PMC4678975.
2: Badr JM, Hadad GM, Nahriry K, Hassanean HA. Validated HPLC method for simultaneous estimation of khellol glucoside, khellin and visnagin in Ammi visnaga L. fruits and pharmaceutical preparations. Nat Prod Res. 2015;29(7):593-601. doi: 10.1080/14786419.2014.945170. Epub 2014 Aug 11. PubMed PMID: 25111086.
3: Travaini ML, Sosa GM, Ceccarelli EA, Walter H, Cantrell CL, Carrillo NJ, Dayan FE, Meepagala KM, Duke SO. Khellin and Visnagin, Furanochromones from Ammi visnaga (L.) Lam., as Potential Bioherbicides. J Agric Food Chem. 2016 Dec 21;64(50):9475-9487. doi: 10.1021/acs.jafc.6b02462. Epub 2016 Dec 12. PubMed PMID: 27936681.
4: Hadad GM, Badr JM, El-Nahriry K, Hassanean HA. Validated HPLC and HPTLC methods for simultaneous determination of colchicine and khellin in pharmaceutical formulations. J Chromatogr Sci. 2013 Mar;51(3):258-65. doi: 10.1093/chromsci/bms135. Epub 2012 Aug 21. PubMed PMID: 22914568.
5: Elgazwy AS, Edrees MM, Ismail NS. Molecular modeling study bioactive natural product of khellin analogues as a novel potential pharmacophore of EGFR inhibitors. J Enzyme Inhib Med Chem. 2013 Dec;28(6):1171-81. doi: 10.3109/14756366.2012.719504. Epub 2012 Oct 1. PubMed PMID: 23025406.
6: de Leeuw J, Assen YJ, van der Beek N, Bjerring P, Martino Neumann HA. Treatment of vitiligo with khellin liposomes, ultraviolet light and blister roof transplantation. J Eur Acad Dermatol Venereol. 2011 Jan;25(1):74-81. doi: 10.1111/j.1468-3083.2010.03701.x. PubMed PMID: 20477914.
7: Bagherani N. The efficacy of 308 nm UV excimer light as monotherapy and combination therapy with topical khellin 4% and/or tacrolimus 0.1% in the treatment of vitiligo. Dermatol Ther. 2016 Mar;29(2):137-8. doi: 10.1111/dth.12274. Epub 2015 Aug 17. PubMed PMID: 26279072.
8: Vanachayangkul P, Chow N, Khan SR, Butterweck V. Prevention of renal crystal deposition by an extract of Ammi visnaga L. and its constituents khellin and visnagin in hyperoxaluric rats. Urol Res. 2011 Jun;39(3):189-95. doi: 10.1007/s00240-010-0333-y. Epub 2010 Nov 11. PubMed PMID: 21069311; PubMed Central PMCID: PMC3663934.
9: Vanachayangkul P, Byer K, Khan S, Butterweck V. An aqueous extract of Ammi visnaga fruits and its constituents khellin and visnagin prevent cell damage caused by oxalate in renal epithelial cells. Phytomedicine. 2010 Jul;17(8-9):653-8. doi: 10.1016/j.phymed.2009.10.011. Epub 2009 Dec 29. PubMed PMID: 20036111; PubMed Central PMCID: PMC3618668.
10: Ortel B, Tanew A, Hönigsmann H. Treatment of vitiligo with khellin and ultraviolet A. J Am Acad Dermatol. 1988 Apr;18(4 Pt 1):693-701. PubMed PMID: 3270995.
11: Abu-Hashem AA, Youssef MM. Synthesis of new visnagen and khellin furochromone pyrimidine derivatives and their anti-inflammatory and analgesic activity. Molecules. 2011 Feb 25;16(3):1956-72. doi: 10.3390/molecules16031956. PubMed PMID: 21358587.
12: Orecchia G, Perfetti L. Photochemotherapy with topical khellin and sunlight in vitiligo. Dermatology. 1992;184(2):120-3. PubMed PMID: 1498372.
13: Carlie G, Ntusi NB, Hulley PA, Kidson SH. KUVA (khellin plus ultraviolet A) stimulates proliferation and melanogenesis in normal human melanocytes and melanoma cells in vitro. Br J Dermatol. 2003 Oct;149(4):707-17. PubMed PMID: 14616361.
14: Omar S, Eriksson LA. Computational study of khellin excited states and photobinding to DNA. Photochem Photobiol Sci. 2009 Aug;8(8):1179-86. doi: 10.1039/b905147c. Epub 2009 Jul 6. PubMed PMID: 19639121.
15: Bech-Thomsen N, Wulf HC. Treatment with topical khellin in combination with ultraviolet A or solar-simulated radiation is carcinogenic to lightly pigmented hairless mice. Photodermatol Photoimmunol Photomed. 1996 Oct-Dec;11(5-6):204-8. PubMed PMID: 8738715.
16: Vedaldi D, Caffieri S, Dall'Acqua F, Andreassi L, Bovalini L, Martelli P. Khellin, a naturally occurring furochromone, used for the photochemotherapy of skin diseases: mechanism of action. Farmaco Sci. 1988 Apr;43(4):333-46. PubMed PMID: 3203737.
17: Pavela R, Vrchotová N, Tříska J. Larvicidal activity of extracts from Ammi visnaga Linn. (Apiaceae) seeds against Culex quinquefasciatus Say. (Diptera: Culicidae). Exp Parasitol. 2016 Jun;165:51-7. doi: 10.1016/j.exppara.2016.03.016. Epub 2016 Mar 16. PubMed PMID: 26995534.
18: Marconi B, Mancini F, Colombo P, Allegra F, Giordano F, Gazzaniga A, Orecchia G, Santi P. Distribution of khellin in excised human skin following iontophoresis and passive dermal transport. J Control Release. 1999 Aug 5;60(2-3):261-8. PubMed PMID: 10425331.
19: Abounassif MA, Gad-Kariem EA, Wahbi AM. High performance liquid chromatographic determinations of khellin, phenobarbitone and dipyrone combination in tablets. Farmaco. 1990 Apr;45(4):465-72. PubMed PMID: 2400519.
20: Liu Y, Asnani A, Zou L, Bentley VL, Yu M, Wang Y, Dellaire G, Sarkar KS, Dai M, Chen HH, Sosnovik DE, Shin JT, Haber DA, Berman JN, Chao W, Peterson RT. Visnagin protects against doxorubicin-induced cardiomyopathy through modulation of mitochondrial malate dehydrogenase. Sci Transl Med. 2014 Dec 10;6(266):266ra170. doi: 10.1126/scitranslmed.3010189. PubMed PMID: 25504881; PubMed Central PMCID: PMC4360984.
