Jacareubin

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

MedKoo CAT#: 596086

CAS#: 3811-29-8

Description: Jacareubin is a xanthone isolated from the heartwood of Calophyllum brasiliense with antibacterial and gastroprotective properties.

Chemical Structure

Jacareubin

CAS# 3811-29-8

Handing Instruction

Theoretical Analysis

MedKoo Cat#: 596086
Name: Jacareubin
CAS#: 3811-29-8
Chemical Formula: C18H14O6
Exact Mass: 326.079
Molecular Weight: 326.3
Elemental Analysis: C, 66.26; H, 4.32; O, 29.42

Size	Price	Shipping out time	Quantity
Inquire bulk and customized quantity Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Pricing updated 2021-03-05. Prices are subject to change without notice.

Jacareubin 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.

Synonym: Jacareubin;

IUPAC/Chemical Name: 5,9,10-trihydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]xanthen-6-one

InChi Key: UCLUVPCGXYTYEK-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H14O6/c1-18(2)6-5-8-11(24-18)7-12-13(14(8)20)15(21)9-3-4-10(19)16(22)17(9)23-12/h3-7,19-20,22H,1-2H3

SMILES Code: O=C1C2=C(OC3=C1C=CC(O)=C3O)C=C4C(C=CC(C)(C)O4)=C2O

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

Handling Instructions:

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 326.3 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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1: García-Niño WR, Estrada-Muñiz E, Valverde M, Reyes-Chilpa R, Vega L. Cytogenetic effects of Jacareubin from Calophyllum brasiliense on human peripheral blood mononucleated cells in vitro and on mouse polychromatic erythrocytes in vivo. Toxicol Appl Pharmacol. 2017 Nov 15;335:6-15. doi: 10.1016/j.taap.2017.09.018. Epub 2017 Sep 22. PubMed PMID: 28943391.

2: Tang ZY, Xia ZX, Qiao SP, Jiang C, Shen GR, Cai MX, Tang XY. Four new cytotoxic xanthones from Garcinia nujiangensis. Fitoterapia. 2015 Apr;102:109-14. doi: 10.1016/j.fitote.2015.02.011. Epub 2015 Feb 27. PubMed PMID: 25727735.

3: Stark TD, Salger M, Frank O, Balemba OB, Wakamatsu J, Hofmann T. Antioxidative compounds from Garcinia buchananii stem bark. J Nat Prod. 2015 Feb 27;78(2):234-40. doi: 10.1021/np5007873. Epub 2015 Jan 27. PubMed PMID: 25625705.

4: Blanco-Ayala T, Lugo-Huitrón R, Serrano-López EM, Reyes-Chilpa R, Rangel-López E, Pineda B, Medina-Campos ON, Sánchez-Chapul L, Pinzón E, Cristina TS, Silva-Adaya D, Pedraza-Chaverrí J, Ríos C, de la Cruz VP, Torres-Ramos M. Antioxidant properties of xanthones from Calophyllum brasiliense: prevention of oxidative damage induced by FeSO₄. BMC Complement Altern Med. 2013 Oct 11;13:262. doi: 10.1186/1472-6882-13-262. PubMed PMID: 24119308; PubMed Central PMCID: PMC3852108.

5: Wei DJ, Mei WL, Zhong HM, Zeng YB, Wu XD, Dai HF. A new prenylated xanthone from the branches of Calophyllum inophyllum. J Asian Nat Prod Res. 2011 Mar;13(3):265-9. doi: 10.1080/10286020.2010.550884. PubMed PMID: 21409690.

6: Li Y, Li ZL, Liu MS, Li DY, Zhang H, Hua HM. [Xanthones from leaves of Calophyllum inophyllum Linn]. Yao Xue Xue Bao. 2009 Feb;44(2):154-7. Chinese. PubMed PMID: 19408685.

7: Yasunaka K, Abe F, Nagayama A, Okabe H, Lozada-Pérez L, López-Villafranco E, Muñiz EE, Aguilar A, Reyes-Chilpa R. Antibacterial activity of crude extracts from Mexican medicinal plants and purified coumarins and xanthones. J Ethnopharmacol. 2005 Feb 28;97(2):293-9. Epub 2005 Jan 12. PubMed PMID: 15707768.

8: Abe F, Nagafuji S, Okabe H, Akahane H, Estrada-Muñiz E, Huerta-Reyes M, Reyes-Chilpa R. Trypanocidal constituents in plants 3. Leaves of Garcinia intermedia and heartwood of Calophyllum brasiliense. Biol Pharm Bull. 2004 Jan;27(1):141-3. PubMed PMID: 14709920.

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