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MedKoo Cat#: 592916 | Name: Apiin
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Description:

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

Apiin is a polyketide synthase-derived flavonoid glycoside that has been found in A. graveolens and has diverse biological activities. It inhibits Aurora B kinase in a cell-free assay using the human enzyme (IC50 = 12.14 µM). Apiin (10 and 50 µg/ml) inhibits LPS-induced increases in nitric oxide (NO) release and inducible nitric oxide synthase (iNOS) levels in J774.A1 macrophages. It scavenges DPPH, superoxide, and hydroxyl radicals (IC50s = 68, 390, and 48 µg/ml, respectively), as well as increases the levels of superoxide dismutase (SOD) and catalase in mouse serum, brain, heart, liver, and kidney when administered at a dose of 50 mg/kg.

Chemical Structure

Apiin
Apiin
CAS#26544-34-3

Theoretical Analysis

MedKoo Cat#: 592916

Name: Apiin

CAS#: 26544-34-3

Chemical Formula: C26H28O14

Exact Mass: 564.1500

Molecular Weight: 564.50

Elemental Analysis: C, 55.32; H, 5.00; O, 39.68

Price and Availability

Size Price Availability Quantity
5mg USD 400.00 2 Weeks
10mg USD 700.00 2 Weeks
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Related CAS #
No Data
Synonym
Apiin; Apigenin 7-apisoylglucoside; Apigenin 7-O-apioglucoside
IUPAC/Chemical Name
7-(((2S,3R,4S,5S,6R)-3-(((2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
InChi Key
NTDLXWMIWOECHG-YRCFQSNFSA-N
InChi Code
InChI=1S/C26H28O14/c27-8-18-20(32)21(33)22(40-25-23(34)26(35,9-28)10-36-25)24(39-18)37-13-5-14(30)19-15(31)7-16(38-17(19)6-13)11-1-3-12(29)4-2-11/h1-7,18,20-25,27-30,32-35H,8-10H2/t18-,20-,21+,22-,23+,24-,25+,26-/m1/s1
SMILES Code
O=C1C=C(C2=CC=C(O)C=C2)OC3=C1C(O)=CC(O[C@H]4[C@H](O[C@@H]5OC[C@@](CO)(O)[C@H]5O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C3
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
Solvent mg/mL mM comments
Solubility
DMF 30.0 52.96
DMSO 30.0 52.96
DMSO:PBS (pH 7.2) (1:3) 0.3 0.44
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 564.50 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
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PMID: 34012875; PMCID: PMC8116669. 4: Umran NSS, Mohamed S, Lau SF, Mohd Ishak NI. Citrus hystrix leaf extract attenuated diabetic-cataract in STZ-rats. J Food Biochem. 2020 Aug;44(8):e13258. doi: 10.1111/jfbc.13258. Epub 2020 Jun 15. PMID: 32539198. 5: Mara de Menezes Epifanio N, Rykiel Iglesias Cavalcanti L, Falcão Dos Santos K, Soares Coutinho Duarte P, Kachlicki P, Ożarowski M, Jorge Riger C, Siqueira de Almeida Chaves D. Chemical characterization and in vivo antioxidant activity of parsley (Petroselinum crispum) aqueous extract. Food Funct. 2020 Jun 24;11(6):5346-5356. doi: 10.1039/d0fo00484g. PMID: 32462155. 6: Szymborska-Sandhu I, Przybył JL, Kosakowska O, Bączek K, Węglarz Z. Chemical Diversity of Bastard Balm (Melittis melisophyllum L.) as Affected by Plant Development. Molecules. 2020 May 22;25(10):2421. doi: 10.3390/molecules25102421. PMID: 32455929; PMCID: PMC7287771. 7: Szymborska-Sandhu I, Przybył JL, Pióro-Jabrucka E, Jędrzejuk A, Węglarz Z, Bączek K. 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PMID: 31788817. 11: Fujimori T, Matsuda R, Suzuki M, Takenaka Y, Kajiura H, Takeda Y, Ishimizu T. Practical preparation of UDP-apiose and its applications for studying apiosyltransferase. Carbohydr Res. 2019 May 15;477:20-25. doi: 10.1016/j.carres.2019.03.011. Epub 2019 Mar 23. PMID: 30933787. 12: El-Zaeddi H, Calín-Sánchez Á, Nowicka P, Martínez-Tomé J, Noguera-Artiaga L, Burló F, Wojdyło A, Carbonell-Barrachina ÁA. Preharvest treatments with malic, oxalic, and acetylsalicylic acids affect the phenolic composition and antioxidant capacity of coriander, dill and parsley. Food Chem. 2017 Jul 1;226:179-186. doi: 10.1016/j.foodchem.2017.01.067. Epub 2017 Jan 16. PMID: 28254010. 13: Pradas Del Real AE, Silvan JM, de Pascual-Teresa S, Guerrero A, García- Gonzalo P, Lobo MC, Pérez-Sanz A. Role of the polycarboxylic compounds in the response of Silene vulgaris to chromium. Environ Sci Pollut Res Int. 2017 Feb;24(6):5746-5756. doi: 10.1007/s11356-016-8218-4. Epub 2017 Jan 3. 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