Xyloidone

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

MedKoo CAT#: 341491

CAS#: 15297-92-4

Description: Xyloidone is a biochemical.


Price and Availability

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Price

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Xyloidone is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 341491
Name: Xyloidone
CAS#: 15297-92-4
Chemical Formula: C15H12O3
Exact Mass: 240.0786
Molecular Weight: 240.258
Elemental Analysis: C, 74.99; H, 5.03; O, 19.98


Synonym: Xyloidone; NSC 106453; NSC-106453; NSC106453; NSC 629748.

IUPAC/Chemical Name: 2H-Naphtho(2,3-b)pyran-5,10-dione, 2,2-dimethyl- (8CI)(9CI)

InChi Key: OWFHAMHRUCUSRM-UHFFFAOYSA-N

InChi Code: InChI=1S/C15H12O3/c1-15(2)8-7-11-12(16)9-5-3-4-6-10(9)13(17)14(11)18-15/h3-8H,1-2H3

SMILES Code: O=C(C1=C2OC(C)(C)C=C1)C3=C(C2=O)C=CC=C3


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).

Harmonized System Code:
293490


References

1: Moraes DC, Curvelo JAR, Anjos CA, Moura KCG, Pinto MCFR, Portela MB, Soares RMA. β-lapachone and α-nor-lapachone modulate Candida albicans viability and virulence factors. J Mycol Med. 2018 Mar 26. pii: S1156-5233(17)30379-7. doi: 10.1016/j.mycmed.2018.03.004. [Epub ahead of print] PubMed PMID: 29598974.

2: Oliveira Silva E, Cruz de Carvalho T, Parshikov IA, Alves dos Santos R, Silva Emery F, Jacometti Cardoso Furtado NA. Cytotoxicity of lapachol metabolites produced by probiotics. Lett Appl Microbiol. 2014 Jul;59(1):108-14. doi: 10.1111/lam.12251. Epub 2014 Apr 9. PubMed PMID: 24635204.

3: Garkavtsev I, Chauhan VP, Wong HK, Mukhopadhyay A, Glicksman MA, Peterson RT, Jain RK. Dehydro-alpha-lapachone, a plant product with antivascular activity. Proc Natl Acad Sci U S A. 2011 Jul 12;108(28):11596-601. doi: 10.1073/pnas.1104225108. Epub 2011 Jun 27. PubMed PMID: 21709229; PubMed Central PMCID: PMC3136298.

4: Nasiri HR, Bolte M, Schwalbe H. Electrochemical and crystal structural analysis of alpha- and dehydro-alpha-lapachones. Nat Prod Res. 2008;22(14):1225-1230. doi: 10.1080/14786410701654925. PubMed PMID: 18932085.

5: Cho JY, Kim HY, Choi GJ, Jang KS, Lim HK, Lim CH, Cho KY, Kim JC. Dehydro-alpha-lapachone isolated from Catalpa ovata stems: activity against plant pathogenic fungi. Pest Manag Sci. 2006 May;62(5):414-8. PubMed PMID: 16550502.

6: Müller K, Sellmer A, Wiegrebe W. Potential antipsoriatic agents: lapacho compounds as potent inhibitors of HaCaT cell growth. J Nat Prod. 1999 Aug;62(8):1134-6. PubMed PMID: 10479319.

7: Pinto AV, Ferreira VF, Coutada LC. [Synthesis of xyloidone and lapachone analogs]. An Acad Bras Cienc. 1980 Sep;52(3):477-9. Portuguese. PubMed PMID: 7011134.