Biflorin | CAS#89701-85-9 |

MedKoo Cat#: 592673 | Name: Biflorin

Description:

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

Biflorin is an o-naphthoquinone of clinical significance.

Chemical Structure

Biflorin

CAS#89701-85-9

Theoretical Analysis

MedKoo Cat#: 592673

Name: Biflorin

CAS#: 89701-85-9

Chemical Formula: C16H18O9

Exact Mass: 354.0951

Molecular Weight: 354.31

Elemental Analysis: C, 54.24; H, 5.12; O, 40.64

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 #

No Data

Synonym

Biflorin

IUPAC/Chemical Name

5,7-dihydroxy-2-methyl-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

InChi Key

XTZWWMZDVUKEDJ-SPEJKDPOSA-N

InChi Code

InChI=1S/C16H18O9/c1-5-2-6(18)10-8(24-5)3-7(19)11(13(10)21)16-15(23)14(22)12(20)9(4-17)25-16/h2-3,9,12,14-17,19-23H,4H2,1H3/t9-,12-,14+,15-,16+/m1/s1

SMILES Code

CC1=CC(c2c(O1)cc(O)c([C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)c2O)=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

>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

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 354.31 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.

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

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Inhibition of metastatic potential of B16-F10 melanoma cell line in vivo and in vitro by biflorin. Life Sci. 2013 Aug 14;93(5-6):201-7. doi: 10.1016/j.lfs.2013.05.018. Epub 2013 Jun 3. PubMed PMID: 23743169. 5: Wisintainer GG, Simões ER, Lemos TL, Moura S, Souza LG, Fonseca AM, Moraes MO, Pessoa C, Roesch-Ely M, Henriques JA. Biflorin: an o-naphthoquinone of clinical significance. An Acad Bras Cienc. 2014 Oct 14;0:0. [Epub ahead of print] PubMed PMID: 25317728. 6: de S Wisintainer GG, Scola G, Moura S, Lemos TL, Pessoa C, de Moraes MO, Souza LG, Roesch-Ely M, Henriques JA. O-naphthoquinone isolated from Capraria biflora L. induces selective cytotoxicity in tumor cell lines. Genet Mol Res. 2015 Dec 21;14(4):17472-81. doi: 10.4238/2015.December.21.18. PubMed PMID: 26782390. 7: Ralph AC, Calcagno DQ, da Silva Souza LG, de Lemos TL, Montenegro RC, de Arruda Cardoso Smith M, de Vasconcellos MC. Biflorin induces cytotoxicity by DNA interaction in genetically different human melanoma cell lines. Toxicol In Vitro. 2016 Aug;34:237-45. doi: 10.1016/j.tiv.2016.04.007. Epub 2016 Apr 11. PubMed PMID: 27079618. 8: Vasconcellos MC, Bezerra DP, Fonseca AM, Araújo AJ, Pessoa C, Lemos TL, Costa-Lotufo LV, de Moraes MO, Montenegro RC. The in-vitro and in-vivo inhibitory activity of biflorin in melanoma. Melanoma Res. 2011 Apr;21(2):106-14. doi: 10.1097/CMR.0b013e328343ecc4. PubMed PMID: 21346641. 9: Montenegro RC, de Vasconcellos MC, Barbosa Gdos S, Burbano RM, Souza LG, Lemos TL, Costa-Lotufo LV, de Moraes MO. A novel o-naphtoquinone inhibits N-cadherin expression and blocks melanoma cell invasion via AKT signaling. Toxicol In Vitro. 2013 Oct;27(7):2076-83. doi: 10.1016/j.tiv.2013.07.011. Epub 2013 Aug 1. PubMed PMID: 23912027. 10: da S Souza LG, Almeida MCS, Lemos TLG, Ribeiro PRV, de Brito ES, Silva VLM, Silva AMS, Braz-Filho R, Costa JGM, Rodrigues FFG, Barreto FS, de Moraes MO. Synthesis, antibacterial and cytotoxic activities of new biflorin-based hydrazones and oximes. Bioorg Med Chem Lett. 2016 Jan 15;26(2):435-439. doi: 10.1016/j.bmcl.2015.11.095. Epub 2015 Nov 27. PubMed PMID: 26684850. 11: Vasconcellos MC, Bezerra DP, Fonseca AM, Pereira MR, Lemos TL, Pessoa OD, Pessoa C, Moraes MO, Alves AP, Costa-Lotufo LV. Antitumor activity of biflorin, an o-naphthoquinone isolated from Capraria biflora. Biol Pharm Bull. 2007 Aug;30(8):1416-21. PubMed PMID: 17666796. 12: Lee HH, Shin JS, Lee WS, Ryu B, Jang DS, Lee KT. Biflorin, Isolated from the Flower Buds of Syzygium aromaticum L., Suppresses LPS-Induced Inflammatory Mediators via STAT1 Inactivation in Macrophages and Protects Mice from Endotoxin Shock. J Nat Prod. 2016 Apr 22;79(4):711-20. doi: 10.1021/acs.jnatprod.5b00609. Epub 2016 Mar 15. 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