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.
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
This product is not in stock, which may be available by custom synthesis.
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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
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 |
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.
