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MedKoo Cat#: 573985 | Name: Xanthotoxol
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Description:

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

Xanthotoxol is a coumarin and a major component in C. monnieri that has diverse biological activities. It inhibits proliferation of HeLa and HepG2 cells in vitro. Xanthotoxol increases histamine release from mast cells and decreases secretion of TNF-α, IL-4, and IL-1β from RBL-2H3 cells induced by DNP-human serum albumin (DNP-HSA). It is nematocidal against M. incognita. In vivo, xanthotoxol inhibits predatory mouse and rat killing behavior in dogs and cats when administered at doses ranging from 3 to 100 mg/kg and 5 to 20 mg/kg, respectively.4 It reduces amphetamine-induced hypermobility in mice and hamsters. Xanthotoxol (5 and 10 mg/kg) reduces brain edema, neutrophil infiltration, blood-brain barrier disruption, production of IL-1β, TNF-α, IL-8, and nitric oxide (NO), and levels of intercellular adhesion molecule-1 (ICAM-1) and E-selectin in a rat model of focal cerebral ischemia.

Chemical Structure

Xanthotoxol
Xanthotoxol
CAS#2009-24-7

Theoretical Analysis

MedKoo Cat#: 573985

Name: Xanthotoxol

CAS#: 2009-24-7

Chemical Formula: C11H6O4

Exact Mass: 202.0266

Molecular Weight: 202.16

Elemental Analysis: C, 65.35; H, 2.99; O, 31.66

Price and Availability

Size Price Availability Quantity
25mg USD 350.00
250mg USD 450.00
1g USD 650.00
2g USD 900.00
5g USD 1,500.00
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Related CAS #
No Data
Synonym
Xanthotoxol, Xanthotol, 8-Hydroxypsoralen, NSC 401269
IUPAC/Chemical Name
9-hydroxy-7H-furo[3,2-g][1]benzopyran-7-one
InChi Key
OC1=C(OC=C2)C2=CC(C=C3)=C1OC3=O
InChi Code
InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H
SMILES Code
JWVYQQGERKEAHW-UHFFFAOYSA-N
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 202.16 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: Bai Y, Ouyang H, Liu Y, Zuo F, Li C, Zhou S, Chang Y, He J. Application of UPLC-MS/MS to Study Cellular Pharmacokinetics of Seven Active Components of Cnidii Fructus Extracts. Curr Drug Metab. 2025;25(8):576-585. doi: 10.2174/0113892002301262241107065717. PMID: 39558687. 2: He Y, Zhang J, He Y, Liu H, Wang C, Guan G, Zhao Y, Tian Y, Zhong X, Lu X. Two O-methyltransferases are responsible for multiple O-methylation steps in the biosynthesis of furanocoumarins from Angelicadecursiva. Plant Physiol Biochem. 2023 Oct 25;204:108142. doi: 10.1016/j.plaphy.2023.108142. Epub ahead of print. PMID: 39492167. 3: Shi H, Wang Q, Chang Y, Zheng Y, Zhang D, Zhao Y, Guo L. Screening of anti- inflammatory activities components of Angelica dahurica root based on spectrum-effect relationship analysis and NF-κB pathway. Front Pharmacol. 2024 Aug 9;15:1396001. doi: 10.3389/fphar.2024.1396001. PMID: 39185311; PMCID: PMC11341442. 4: Kao LT, Chen AC, Wang HJ, Wen YL, Lu CK, Liaw CC, Tsai KC, Ueng YF. Xin-yi- san contains potent human CYP1A2 inhibitors and its combined use with theophylline in treatment increases adverse risks in patients. Phytomedicine. 2024 Jul 25;130:155760. doi: 10.1016/j.phymed.2024.155760. Epub 2024 May 18. PMID: 38797029. 5: Milanović Ž. Exploring enzyme inhibition and comprehensive mechanisms of antioxidant/prooxidative activity of natural furanocoumarin derivatives: A comparative kinetic DFT study. Chem Biol Interact. 2024 Jun 1;396:111034. doi: 10.1016/j.cbi.2024.111034. Epub 2024 May 7. PMID: 38723799. 6: Zhang R, Cen Q, Hu W, Chen H, Hui F, Li J, Zeng X, Qin L. Metabolite profiling, antioxidant and anti-glycemic activities of Tartary buckwheat processed by solid-state fermentation(SSF)with Ganoderma lucidum. Food Chem X. 2024 Apr 10;22:101376. doi: 10.1016/j.fochx.2024.101376. PMID: 38665636; PMCID: PMC11043823. 7: Fakhlaei R, Selamat J, Abdull Razis AF, Sukor R, Ahmad S, Khatib A, Zou X. Development of a zebrafish model for toxicity evaluation of adulterated Apis mellifera honey. Chemosphere. 2024 May;356:141736. doi: 10.1016/j.chemosphere.2024.141736. Epub 2024 Mar 28. PMID: 38554873. 8: Wang T, Tang C, Xiao M, Cao Z, He M, Qi J, Li Y, Li X. Effect of Air Drying on the Metabolic Profile of Fresh Wild and Artificial Cordyceps sinensis. Foods. 2023 Dec 21;13(1):48. doi: 10.3390/foods13010048. PMID: 38201076; PMCID: PMC10778509. 9: Gao X, Yang Y, Zhu J, Zhang Y, Wang C, Wang Z, Mi W, Du L. Xanthotoxol relieves itch in mice via suppressing spinal GRP/GRPR signaling. Eur J Pharmacol. 2023 Dec 5;960:176147. doi: 10.1016/j.ejphar.2023.176147. Epub 2023 Oct 21. PMID: 37871763. 10: Wang Y, Shi F, Lu Z, Zhang M, Zhang Z, Jia F, Zhang B, Ouyang L, Zhu Z, Shi S. Seven new 3,4-dihydro-furanocoumarin derivatives from Angelica dahurica. Chin Herb Med. 2023 Mar 24;15(3):457-462. doi: 10.1016/j.chmed.2023.02.001. PMID: 37538857; PMCID: PMC10394322. 11: Xu Y, Zhang S, Yuan S, Su Y, Jia Y, Zhang Y, Duan X. Study of Active Phytochemicals and Mechanisms of Cnidii Fructus in Treating Osteoporosis Based on HPLC-Q-TOF-MS/MS and Network Pharmacology. Comb Chem High Throughput Screen. 2024;27(2):317-334. doi: 10.2174/1386207326666230622163202. PMID: 37350000. 12: Wu YN, Sun B, Wang JY, Wang DZ, Song M, Zhang XQ. [A new dihydrochalcone from Humulus scandens]. Zhongguo Zhong Yao Za Zhi. 2023 Apr;48(7):1885-1891. Chinese. doi: 10.19540/j.cnki.cjcmm.20221231.201. PMID: 37282964. 13: Zhu L, Sun S, Wu W, Zhang Y, Lin C, Ji L. Xanthotoxol alleviates secondary brain injury after intracerebral hemorrhage by inhibiting microglia-mediated neuroinflammation and oxidative stress. Neurochirurgie. 2023 May;69(3):101426. doi: 10.1016/j.neuchi.2023.101426. Epub 2023 Mar 13. PMID: 36921390. 14: Lu Q, Feng Q, Yu J, Tong L, Zhang J, Sun J, Zhao J, Xiong Z. Metabolomics and serum pharmacochemistry revealed the preventive mechanism of Gushudan in kidney-yang-deficiency-syndrome rats. Biomed Chromatogr. 2023 Mar;37(3):e5569. doi: 10.1002/bmc.5569. Epub 2023 Jan 20. PMID: 36527197. 15: Lin X, Liu J, Zou Y, Tao C, Chen J. Corrigendum to [Xanthotoxol suppresses non-small cell lung cancer progression and might improve patients' prognosis] Volume and pages of the publication: Phytomedicine 105 (2022) 154364. Phytomedicine. 2023 Jan;108:154547. doi: 10.1016/j.phymed.2022.154547. Epub 2022 Nov 16. Erratum for: Phytomedicine. 2022 Oct;105:154364. doi: 10.1016/j.phymed.2022.154364. PMID: 36402090. 16: Yu CC, Chiang YT, Cham TM. Identification of the Constituents in Cnidii Fructus Active Against Trichomonas vaginalis Parasites. Dose Response. 2022 Nov 10;20(4):15593258221131646. doi: 10.1177/15593258221131646. PMID: 36387775; PMCID: PMC9661559. 17: Yang H, Li Q. Simultaneous Determination of the Content of Isoimperatorin, Imperatorin, Oxypeucedanin, Xanthotoxol and Byakangelicin in Angelica dahurica by HPTLC Scanning. J Chromatogr Sci. 2023 Oct 3;61(8):717-724. doi: 10.1093/chromsci/bmac087. PMID: 36336919. 18: Lin X, Liu J, Zou Y, Tao C, Chen J. Xanthotoxol suppresses non-small cell lung cancer progression and might improve patients' prognosis. Phytomedicine. 2022 Oct;105:154364. doi: 10.1016/j.phymed.2022.154364. Epub 2022 Jul 28. Erratum in: Phytomedicine. 2023 Jan;108:154547. doi: 10.1016/j.phymed.2022.154547. PMID: 35932608. 19: Zhang Y, Bai P, Zhuang Y, Liu T. Two O-Methyltransferases Mediate Multiple Methylation Steps in the Biosynthesis of Coumarins in Cnidium monnieri. J Nat Prod. 2022 Aug 26;85(8):2116-2121. doi: 10.1021/acs.jnatprod.2c00410. Epub 2022 Aug 5. PMID: 35930697. 20: Lee Y, Hyun CG. Anti-Inflammatory Effects of Psoralen Derivatives on RAW264.7 Cells via Regulation of the NF-κB and MAPK Signaling Pathways. Int J Mol Sci. 2022 May 22;23(10):5813. doi: 10.3390/ijms23105813. PMID: 35628627; PMCID: PMC9146895.