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MedKoo Cat#: 596177 | Name: Javanicin

Description:

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

Javanicin is an Antibacterial Naphthaquinone from an Endophytic Fungus of Neem, Chloridium sp.

Chemical Structure

Javanicin
Javanicin
CAS#476-45-9

Theoretical Analysis

MedKoo Cat#: 596177

Name: Javanicin

CAS#: 476-45-9

Chemical Formula: C15H14O6

Exact Mass: 290.0790

Molecular Weight: 290.27

Elemental Analysis: C, 62.07; H, 4.86; O, 33.07

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Javanicin; HSDB 3501; HSDB-3501; HSDB3501; BRN 2296055; Javanicin (Fusarium);
IUPAC/Chemical Name
5,8-dihydroxy-6-methoxy-2-methyl-3-(2-oxopropyl)naphthalene-1,4-dione
InChi Key
UWONIGLSEZRPGH-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H14O6/c1-6(16)4-8-7(2)13(18)11-9(17)5-10(21-3)15(20)12(11)14(8)19/h5,17,20H,4H2,1-3H3
SMILES Code
O=C(C1=C2C(O)=CC(OC)=C1O)C(CC(C)=O)=C(C)C2=O
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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 290.27 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: Kehelpannala C, Kumar NS, Jayasinghe L, Araya H, Fujimoto Y. Naphthoquinone Metabolites Produced by Monacrosporium ambrosium, the Ectosymbiotic Fungus of Tea Shot-Hole Borer, Euwallacea fornicatus, in Stems of Tea, Camellia sinensis. J Chem Ecol. 2018 Jan;44(1):95-101. doi: 10.1007/s10886-017-0913-1. Epub 2018 Jan 2. PubMed PMID: 29292470. 2: Shah A, Rather MA, Hassan QP, Aga MA, Mushtaq S, Shah AM, Hussain A, Baba SA, Ahmad Z. Discovery of anti-microbial and anti-tubercular molecules from Fusarium solani: an endophyte of Glycyrrhiza glabra. J Appl Microbiol. 2017 May;122(5):1168-1176. doi: 10.1111/jam.13410. Epub 2017 Apr 4. PubMed PMID: 28150900. 3: Win NN, Ito T, Win YY, Ngwe H, Kodama T, Abe I, Morita H. Quassinoids: Viral protein R inhibitors from Picrasma javanica bark collected in Myanmar for HIV infection. Bioorg Med Chem Lett. 2016 Oct 1;26(19):4620-4624. doi: 10.1016/j.bmcl.2016.08.055. Epub 2016 Aug 21. PubMed PMID: 27575477. 4: Alvin A, Kalaitzis JA, Sasia B, Neilan BA. Combined genetic and bioactivity-based prioritization leads to the isolation of an endophyte-derived antimycobacterial compound. J Appl Microbiol. 2016 May;120(5):1229-39. doi: 10.1111/jam.13062. Epub 2016 Apr 4. PubMed PMID: 26785029. 5: Takemoto K, Kamisuki S, Chia PT, Kuriyama I, Mizushina Y, Sugawara F. Bioactive dihydronaphthoquinone derivatives from Fusarium solani. J Nat Prod. 2014 Sep 26;77(9):1992-6. doi: 10.1021/np500175j. Epub 2014 Aug 28. PubMed PMID: 25163667. 6: Hashimoto J, Motohashi K, Sakamoto K, Hashimoto S, Yamanouchi M, Tanaka H, Takahashi T, Takagi M, Shin-ya K. Screening and evaluation of new inhibitors of hepatic glucose production. J Antibiot (Tokyo). 2009 Nov;62(11):625-9. doi: 10.1038/ja.2009.93. Epub 2009 Sep 25. PubMed PMID: 19779500. 7: Kharwar RN, Verma VC, Kumar A, Gond SK, Harper JK, Hess WM, Lobkovosky E, Ma C, Ren Y, Strobel GA. Javanicin, an antibacterial naphthaquinone from an endophytic fungus of neem, Chloridium sp. Curr Microbiol. 2009 Mar;58(3):233-8. doi: 10.1007/s00284-008-9313-7. Epub 2008 Nov 19. PubMed PMID: 19018591. 8: Medentsev AG, Arinbasarova AIu, Akimenko VK. [Biosynthesis of naphthoquinone pigments by fungi of the genus Fusarium]. Prikl Biokhim Mikrobiol. 2005 Sep-Oct;41(5):573-7. Russian. PubMed PMID: 16240659. 9: Bironaité DA, Cénas NK, Anusevicius ZJ, Medentsev AG, Akimenko VK, Usanov SA. Fungal quinone pigments as oxidizers and inhibitors of mitochondrial NADH:ubiquinone reductase. Arch Biochem Biophys. 1992 Sep;297(2):253-7. PubMed PMID: 1497345. 10: Ohmoto T, Koike K, Mitsunaga K, Fukuda H, Kagei K. Studies on the constituents of Indonesian Picrasma javanica. III. Structures of new quassinoids, javanicins A, C and D. Chem Pharm Bull (Tokyo). 1989 Nov;37(11):2991-4. PubMed PMID: 2632044. 11: GATENBECK S, BENTLEY R. NAPHTHAQUINONE BIOSYNTHESIS IN MOULDS: THE MECHANISM FOR FORMATION OF JAVANICIN. Biochem J. 1965 Feb;94:478-81. PubMed PMID: 14348208; PubMed Central PMCID: PMC1206531. 12: ARNSTEIN HR, COOK AH. Production of antibiotics by fungi; javanicin; an antibacterial pigment from Fusarium javanicum. J Chem Soc. 1947 Aug:1021-8. PubMed PMID: 20264584.

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