MedKoo Cat#: 413536 | Name: Deoxyartemisinin
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Description:

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

Deoxyartemisinin is an analog of Artemisinin, an antimalarial agent.

Chemical Structure

 Deoxyartemisinin
Deoxyartemisinin
CAS# 72826-63-2

Theoretical Analysis

MedKoo Cat#: 413536

Name: Deoxyartemisinin

CAS#: 72826-63-2

Chemical Formula: C15H22O4

Exact Mass: 266.1518

Molecular Weight: 266.34

Elemental Analysis: C, 67.65; H, 8.33; O, 24.03

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Deoxyartemisinin; Deoxyquinghaosu; Tetrahydropyranyloxy; phenol 4-(oxan-2-yloxy)phenol;
IUPAC/Chemical Name
10aH-9,10b-Epoxypyrano(4,3,2-jk)(2)benzoxepin-2(3H)-one, octahydro-3,6,9-trimethyl-, (3R-(3alpha,3abeta,6beta,6abeta,9beta,10aalpha,10bbeta))-
InChi Key
ZQGMLVQZBIKKMP-NNWCWBAJSA-N
InChi Code
InChI=1S/C15H22O4/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1
SMILES Code
C[C@@H]1CC[C@H]2[C@H](C(O[C@@H]3O[C@]4(CC[C@@H]1[C@@]23O4)C)=O)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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Solvent mg/mL mM
Solubility
To be determined 0.0 0.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 266.34 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: Fu C, Shi H, Chen H, Zhang K, Wang M, Qiu F. Oral Bioavailability Comparison of Artemisinin, Deoxyartemisinin, and 10-Deoxoartemisinin Based on Computer Simulations and Pharmacokinetics in Rats. ACS Omega. 2020 Dec 28;6(1):889-899. doi: 10.1021/acsomega.0c05465. PMID: 33458540; PMCID: PMC7808142. 2: Galal AM, Ross SA, ElSohly MA, ElSohly HN, El-Feraly FS, Ahmed MS, McPhail AT. Deoxyartemisinin derivatives from photooxygenation of anhydrodeoxydihydroartemisinin and their cytotoxic evaluation. J Nat Prod. 2002 Feb;65(2):184-8. doi: 10.1021/np0104065. PMID: 11858753. 3: Yu H, Zhu B, Zhan Y. Microbial transformation of artemisinin by Aspergillus terreus. Bioresour Bioprocess. 2017;4(1):33. doi: 10.1186/s40643-017-0164-6. Epub 2017 Jul 17. PMID: 28775933; PMCID: PMC5514170. 4: Machín L, Nápoles R, Gille L, Monzote L. Leishmania amazonensis response to artemisinin and derivatives. Parasitol Int. 2021 Feb;80:102218. doi: 10.1016/j.parint.2020.102218. Epub 2020 Oct 31. PMID: 33137506. 5: Sabir F, Kumar A, Tiwari P, Pathak N, Sangwan RS, Bhakuni RS, Sangwan NS. Bioconversion of artemisinin to its nonperoxidic derivative deoxyartemisinin through suspension cultures of Withania somnifera Dunal. Z Naturforsch C J Biosci. 2010 Sep-Oct;65(9-10):607-12. doi: 10.1515/znc-2010-9-1013. PMID: 21138064. 6: Ma Y, Sun P, Zhao Y, Wang K, Chang X, Bai Y, Zhang D, Yang L. A Microbial Transformation Model for Simulating Mammal Metabolism of Artemisinin. Molecules. 2019 Jan 16;24(2):315. doi: 10.3390/molecules24020315. PMID: 30654552; PMCID: PMC6358782. 7: Ponnapalli MG, Sura MB, Sudhakar R, Govindarajalu G, Sijwali PS. Biotransformation of Artemisinin to 14-Hydroxydeoxyartemisinin: C-14 Hydroxylation by Aspergillus flavus. J Agric Food Chem. 2018 Oct 10;66(40):10490-10495. doi: 10.1021/acs.jafc.8b03573. Epub 2018 Sep 28. PMID: 30230327. 8: Wang DR, Lin XY, Zhang HZ. [Thin layer chromatographic fluorometry of artemisinin and deoxyartemisinin]. Zhongguo Yao Li Xue Bao. 1987 Jul;8(4):355-8. Chinese. PMID: 3445779. 9: Nair P, Mall M, Sharma P, Khan F, Nagegowda DA, Rout PK, Gupta MM, Pandey A, Shasany AK, Gupta AK, Shukla AK. Characterization of a class III peroxidase from Artemisia annua: relevance to artemisinin metabolism and beyond. Plant Mol Biol. 2019 Jul;100(4-5):527-541. doi: 10.1007/s11103-019-00879-x. Epub 2019 May 15. PMID: 31093899. 10: Zhan Y, Liu H, Wu Y, Wei P, Chen Z, Williamson JS. Biotransformation of artemisinin by Aspergillus niger. Appl Microbiol Biotechnol. 2015 Apr;99(8):3443-6. doi: 10.1007/s00253-015-6464-x. Epub 2015 Feb 25. PMID: 25712678.