MedKoo Cat#: 414156 | Name: Eucalyptin
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Description:

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

Eucalyptin has antioxidant and antimicrobial properties, it exhibits potent antimicrobial activities against seven micro-organisms with minimum inhibitory concentrations (MIC) ranging from 1.0 to 31 mg/L. Eucalyptin A exhibits potent inhibition on HGF/c-Met axis.

Chemical Structure

Eucalyptin
Eucalyptin
CAS#3122-88-1

Theoretical Analysis

MedKoo Cat#: 414156

Name: Eucalyptin

CAS#: 3122-88-1

Chemical Formula: C19H18O5

Exact Mass: 326.1154

Molecular Weight: 326.35

Elemental Analysis: C, 69.93; H, 5.56; O, 24.51

Price and Availability

Size Price Availability Quantity
250mg USD 650.00 Back order
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Related CAS #
No Data
Synonym
Eucalyptin; EINECS 221-502-8
IUPAC/Chemical Name
5-Hydroxy-7-methoxy-2-(4-methoxyphenyl)-6,8-dimethyl-4-benzopyrone
InChi Key
NHMMAMIRMITGRD-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H18O5/c1-10-17(21)16-14(20)9-15(12-5-7-13(22-3)8-6-12)24-19(16)11(2)18(10)23-4/h5-9,21H,1-4H3
SMILES Code
O=C1C=C(C2=CC=C(OC)C=C2)OC3=C(C)C(OC)=C(C)C(O)=C13
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 326.35 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: Hu XL, Shen W, Wang R, Long H, Wang Q, Feng JH, Pham TA, Xiong F, Ye WC, Wang H. Discovery of Eucalyptin C, derived from the fruits of Eucalyptus globulus Labill., as a novel selective PI3Kγ inhibitor for immunosuppressive treatment. Chin J Nat Med. 2021 Nov;19(11):844-855. doi: 10.1016/S1875-5364(21)60111-5. PMID: 34844723. 2: Pham TA, Shair Mohammad I, Vu VT, Hu XL, Birendra C, Ulah A, Guo C, Lü XY, Ye WC, Wang H. Phloroglucinol Derivatives from the Fruits of Eucalyptus globulus and Their Cytotoxic Activities. Chem Biodivers. 2018 Jun;15(6):e1800052. doi: 10.1002/cbdv.201800052. Epub 2018 May 21. PMID: 29692000. 3: Naz T, Packer J, Yin P, Brophy JJ, Wohlmuth H, Renshaw DE, Smith J, Elders YC, Vemulpad SR, Jamie JF. Bioactivity and chemical characterisation of Lophostemon suaveolens--an endemic Australian Aboriginal traditional medicinal plant. Nat Prod Res. 2016;30(6):693-6. doi: 10.1080/14786419.2015.1038260. Epub 2015 May 5. PMID: 25942679. 4: Shehabeldine AM, Ashour RM, Okba MM, Saber FR. Callistemon citrinus bioactive metabolites as new inhibitors of methicillin-resistant Staphylococcus aureus biofilm formation. J Ethnopharmacol. 2020 May 23;254:112669. doi: 10.1016/j.jep.2020.112669. Epub 2020 Feb 20. PMID: 32087316. 5: Park SY, Lim JY, Jeong W, Hong SS, Yang YT, Hwang BY, Lee D. C-methylflavonoids isolated from Callistemon lanceolatus protect PC12 cells against Abeta-induced toxicity. Planta Med. 2010 Jun;76(9):863-8. doi: 10.1055/s-0029-1240801. Epub 2010 Jan 25. PMID: 20101562. 6: Yang SP, Zhang XW, Ai J, Gan LS, Xu JB, Wang Y, Su ZS, Wang L, Ding J, Geng MY, Yue JM. Potent HGF/c-Met axis inhibitors from Eucalyptus globulus: the coupling of phloroglucinol and sesquiterpenoid is essential for the activity. J Med Chem. 2012 Sep 27;55(18):8183-7. doi: 10.1021/jm3007454. Epub 2012 Sep 7. PMID: 22934600. 7: Takahashi T, Kokubo R, Sakaino M. Antimicrobial activities of eucalyptus leaf extracts and flavonoids from Eucalyptus maculata. Lett Appl Microbiol. 2004;39(1):60-4. doi: 10.1111/j.1472-765X.2004.01538.x. PMID: 15189289. 8: Sarker SD, Latif Z, Nash RJ. Application of gradient-enhanced nuclear Overhauser effect spectroscopy GOESY) in the structure elucidation of plant secondary metabolites. Phytochem Anal. 2001 Jan-Feb;12(1):23-7. doi: 10.1002/1099-1565(200101/02)12:1<23::AID-PCA551>3.0.CO;2-E. PMID: 11704958. 9: Ouyang W, Zhu XA, He CX, Chen XX, Ye SM, Peng S, Cao Y. [Chemical Constituents from Ethyl Acetate Extract of Psidium guajava Leaves (II)]. Zhong Yao Cai. 2015 Aug;38(8):1649-52. Chinese. PMID: 26983237. 10: Shahabuddin SK, Munikishore R, Trimurtulu G, Gunasekar D, Devillee A, Bodo B. Two new chalcones from the flowers of Clerodendrum inerme. Nat Prod Commun. 2013 Apr;8(4):459-60. PMID: 23738452. 11: Maleknia SD, Vail TM, Cody RB, Sparkman DO, Bell TL, Adams MA. Temperature- dependent release of volatile organic compounds of eucalypts by direct analysis in real time (DART) mass spectrometry. Rapid Commun Mass Spectrom. 2009 Aug;23(15):2241-6. doi: 10.1002/rcm.4133. PMID: 19551840.