Tajixanthone

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

MedKoo CAT#: 462021

CAS#: 35660-48-1

Description: Tajixanthone is a fungal metabolite.

Chemical Structure

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Tajixanthone
CAS# 35660-48-1
Instruction

Theoretical Analysis

MedKoo Cat#: 462021
Name: Tajixanthone
CAS#: 35660-48-1
Chemical Formula: C25H26O6
Exact Mass: 422.17
Molecular Weight: 422.477
Elemental Analysis: C, 71.07; H, 6.20; O, 22.72

Price and Availability

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 @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Tajixanthone

IUPAC/Chemical Name: (1R,2S)-8-(((S)-3,3-dimethyloxiran-2-yl)methyl)-1,11-dihydroxy-5-methyl-2-(prop-1-en-2-yl)-2,3-dihydropyrano[3,2-a]xanthen-12(1H)-one

InChi Key: JQICHFPFNAEVIG-DAESXHAQSA-N

InChi Code: InChI=1S/C25H26O6/c1-11(2)14-10-29-23-12(3)8-16-19(20(23)21(14)27)22(28)18-15(26)7-6-13(24(18)30-16)9-17-25(4,5)31-17/h6-8,14,17,21,26-27H,1,9-10H2,2-5H3/t14-,17+,21-/m1/s1

SMILES Code: C=C([C@@]([C@@]1([H])O)([H])COC2=C1C(C(C3=C(O)C=CC(C[C@@](O4)([H])C4(C)C)=C3O5)=O)=C5C=C2C)C

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 422.48 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: 8-[(3,3-Dimethyl­oxiran-2-yl)methoxy­meth­yl]-11-hydr­oxy-2-isopropenyl-5-methyl-12-oxo-1,2,3,12-tetra­hydro­pyrano[3,2-a]xanthen-1-yl acetate Jatupol Liangsakul, Suphongphan Srisurichan, Nongnuj Muangsin, Narongsak Chaichit, Surachai Pornpakakul Acta Crystallogr Sect E Struct Rep Online. 2009 Oct 1; 65(Pt 10): o2558–o2559.
Published online 2009 Sep 26. doi: 10.1107/S1600536809038343 PMCID: PMC2970346

2: Benzophenone Derivatives from an Algal-Endophytic Isolate of Penicillium chrysogenum and Their Cytotoxicity Dong-Lin Zhao, Xiao-Long Yuan, Yong-Mei Du, Zhong-Feng Zhang, Peng Zhang Molecules. 2018 Dec; 23(12): 3378. Published online 2018 Dec 19. doi: 10.3390/molecules23123378 PMCID: PMC6321059

3: Nidulantes of Aspergillus (Formerly Emericella): A Treasure Trove of Chemical Diversity and Biological Activities Najla Ali Alburae, Afrah E. Mohammed, Hajer Saeed Alorfi, Adnan Jaman Turki, Hani Zakaria Asfour, Walied Mohamed Alarif, Ahmed Abdel-Lateff Metabolites. 2020 Feb; 10(2): 73. Published online 2020 Feb 17. doi: 10.3390/metabo10020073 PMCID: PMC7073611

4: New Prenylxanthones from the Deep-Sea Derived Fungus Emericella sp. SCSIO 05240 Mangaladoss Fredimoses, Xuefeng Zhou, Xiuping Lin, Xinpeng Tian, Wen Ai, Junfeng Wang, Shengrong Liao, Juan Liu, Bin Yang, Xianwen Yang, Yonghong Liu Mar Drugs. 2014 Jun; 12(6): 3190–3202. Published online 2014 May 28. doi: 10.3390/md12063190 PMCID: PMC4071571

5: Aspergixanthones I–K, New Anti-Vibrio Prenylxanthones from the Marine-Derived Fungus Aspergillus sp. ZA-01 Ao Zhu, Xing-Wang Zhang, Miao Zhang, Wan Li, Zheng-Yue Ma, Hua-Jie Zhu, Fei Cao Mar Drugs. 2018 Sep; 16(9): 312. Published online 2018 Sep 4. doi: 10.3390/md16090312 PMCID: PMC6165128

6: Genome-Based Deletion Analysis Reveals the Prenyl Xanthone Biosynthesis Pathway in Aspergillus nidulans
James F. Sanchez, Ruth Entwistle, Jui-Hsiang Hung, Junko Yaegashi, Sofina Jain, Yi-Ming Chiang, Clay C. C. Wang, Berl R. Oakley J Am Chem Soc. Author manuscript; available in PMC 2012 Mar 23.Published in final edited form as: J Am Chem Soc. 2011 Mar 23; 133(11): 4010–4017. Published online 2011 Feb 25. doi: 10.1021/ja1096682 PMCID: PMC3119361

7: Absolute Configurations of 14,15-Hydroxylated Prenylxanthones from a Marine-Derived Aspergillus sp. Fungus by Chiroptical Methods Ao Zhu, Meng-Yue Yang, Ya-Hui Zhang, Chang-Lun Shao, Chang-Yun Wang, Lian-Dong Hu, Fei Cao, Hua-Jie Zhu Sci Rep. 2018; 8: 10621. Published online 2018 Jul 13. doi: 10.1038/s41598-018-28996-5 PMCID: PMC6045578

8: First Total Synthesis of Varioxiranol A Angelika Lásiková, Jana Doháňošová, Mária Štiblariková, Martin Parák, Ján Moncol, Tibor Gracza Molecules. 2019 Mar; 24(5): 862. Published online 2019 Feb 28. doi: 10.3390/molecules24050862 PMCID: PMC6429112

9: Aspergillus section Nidulantes (formerly Emericella): Polyphasic taxonomy, chemistry and biology A.J. Chen, J.C. Frisvad, B.D. Sun, J. Varga, S. Kocsubé, J. Dijksterhuis, D.H. Kim, S.-B. Hong, J. Houbraken, R.A. Samson Stud Mycol. 2016 Jun; 84: 1–118. Published online 2016 Oct 19. doi: 10.1016/j.simyco.2016.10.001 PMCID: PMC5198626

10: Xanthones of Lichen Source: A 2016 Update Pierre Le Pogam, Joël Boustie Molecules. 2016 Mar; 21(3): 294. Published online 2016 Mar 2. doi: 10.3390/molecules21030294 PMCID: PMC6273661

11: New Insights into the Conversion of Versicolorin A in the Biosynthesis of Aflatoxin B1 David Conradt, Michael A. Schätzle, Julian Haas, Craig A. Townsend, Michael Müller J Am Chem Soc. Author manuscript; available in PMC 2016 Mar 7.Published in final edited form as: J Am Chem Soc. 2015 Sep 2; 137(34): 10867–10869. Published online 2015 Aug 19. doi: 10.1021/jacs.5b06770 PMCID: PMC4780671

12: Isolation and Characterization of Sexual Spore Pigments from Aspergillus nidulans Daren W. Brown, Joseph J. Salvo Appl Environ Microbiol. 1994 Mar; 60(3): 979–983. PMCID: PMC201420

13: Cyclization of aromatic polyketides from bacteria and fungi Hui Zhou, Yanran Li, Yi Tang Nat Prod Rep. Author manuscript; available in PMC 2011 Jun 26.Published in final edited form as: Nat Prod Rep. 2010 Jun 26; 27(6): 839–868. Published online 2010 Mar 31. doi: 10.1039/b911518h PMCID: PMC2884966

14: Natural products possessing protein tyrosine phosphatase 1B (PTP1B) inhibitory activity found in the last decades Cheng-shi Jiang, Lin-fu Liang, Yue-wei Guo Acta Pharmacol Sin. 2012 Oct; 33(10): 1217–1245. Published online 2012 Sep 3. doi: 10.1038/aps.2012.90 PMCID: PMC4002712