MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 561761 | Name: Atractyloside Potassium Salt
Featured

Description:

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

Atractyloside Potassium Salt is a natural inhibitor of ADP and ATP transport (AAT). It acts by binding specifically to the adenine nucleotide translocator in the inner mitochondrial membrane.

Chemical Structure

Atractyloside Potassium Salt
Atractyloside Potassium Salt
CAS#102130-43-8 (potassium)

Theoretical Analysis

MedKoo Cat#: 561761

Name: Atractyloside Potassium Salt

CAS#: 102130-43-8 (potassium)

Chemical Formula: C30H44K2O16S2

Exact Mass: 802.1345

Molecular Weight: 802.98

Elemental Analysis: C, 44.87; H, 5.52; K, 9.74; O, 31.88; S, 7.99

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 650.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
17754-44-8 (free acid) 102130-43-8 (potassium)
Synonym
Atractyloside Potassium; Atractylic acid dipotassium salt, Atractylin dipotassium salt, Potassium atractylate
IUPAC/Chemical Name
Potassium (2R,3R,4R,5R,6S)-6-(((2aR,3R,5R,6aR,6bS,9R,11S,11aR)-3-carboxy-11-hydroxy-6a-methyl-10-methylenetetradecahydro-9,11a-methanocyclohepta[a]naphthalen-5-yl)oxy)-2-(hydroxymethyl)-5-((3-methylbutanoyl)oxy)tetrahydro-2H-pyran-3,4-diyl bis(sulfate)
InChi Key
MZESJFQZTRFMBL-CANRCMAFSA-L
InChi Code
InChI=1S/C30H46O16S2.2K/c1-14(2)9-22(32)44-25-24(46-48(39,40)41)23(45-47(36,37)38)21(13-31)43-28(25)42-20-12-29(4)8-7-17-11-30(29,26(33)15(17)3)19-6-5-16(27(34)35)10-18(19)20;;/h14,16-21,23-26,28,31,33H,3,5-13H2,1-2,4H3,(H,34,35)(H,36,37,38)(H,39,40,41);;/q;2*+1/p-2/t16-,17-,18?,19?,20-,21-,23-,24+,25-,26+,28+,29-,30+;;/m1../s1
SMILES Code
CC(C)CC(O[C@@H]1[C@@H](OS(=O)([O-])=O)[C@H](OS(=O)([O-])=O)[C@@H](CO)O[C@@H]1O[C@@H]2C[C@](CC[C@@](C3)([H])C([C@@H]4O)=C)(C)[C@@]43C5CC[C@@H](C(O)=O)CC25)=O.[K+].[K+]
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 802.98 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: Stewart MJ, Steenkamp V. The biochemistry and toxicity of atractyloside: a review. Ther Drug Monit. 2000 Dec;22(6):641-9. doi: 10.1097/00007691-200012000-00001. PMID: 11128230. 2: Obatomi DK, Bach PH. Biochemistry and toxicology of the diterpenoid glycoside atractyloside. Food Chem Toxicol. 1998 Apr;36(4):335-46. doi: 10.1016/s0278-6915(98)00002-7. PMID: 9651051. 3: Shug AL, Koke JR, Bittar N, Folts JD. Atractyloside-induced myocardial cell injury. J Mol Cell Cardiol. 1977 Jun;9(6):489-97. doi: 10.1016/s0022-2828(77)80028-x. PMID: 886626. 4: Pan H, Yang F, Xiang D, Shi F. Simultaneous quantification of atractyloside and carboxyatractyloside in rat plasma by LC-MS/MS: Application to a pharmacokinetic study after oral administration of Xanthii Fructus extract. J Sep Sci. 2020 Feb;43(3):590-597. doi: 10.1002/jssc.201900888. Epub 2019 Dec 2. PMID: 31701660. 5: Sanchez JF, Kauffmann B, Grélard A, Sanchez C, Trézéguet V, Huc I, Lauquin GJ. Unambiguous structure of atractyloside and carboxyatractyloside. Bioorg Med Chem Lett. 2012 Apr 15;22(8):2973-5. doi: 10.1016/j.bmcl.2012.02.040. Epub 2012 Feb 22. PMID: 22425567. 6: Li H, Shi X, Jiang H, Kang J, Yu M, Li Q, Yu K, Chen Z, Pan H, Chen W. CMap analysis identifies Atractyloside as a potential drug candidate for type 2 diabetes based on integration of metabolomics and transcriptomics. J Cell Mol Med. 2020 Jul;24(13):7417-7426. doi: 10.1111/jcmm.15357. Epub 2020 May 29. PMID: 32469143; PMCID: PMC7339182. 7: Wu DL, Wang TS, Liu HJ, Zhang W, Tong XH, Peng DY, Kong LY. Study on the mechanism of Wuzi-Yanzong-Wan-medicated serum interfering with the mitochondrial permeability transition pore in the GC-2 cell induced by atractyloside. Chin J Nat Med. 2022 Apr;20(4):282-289. doi: 10.1016/S1875-5364(22)60153-5. PMID: 35487598. 8: Kedrov A, Hellawell AM, Klosin A, Broadhurst RB, Kunji ER, Müller DJ. Probing the interactions of carboxy-atractyloside and atractyloside with the yeast mitochondrial ADP/ATP carrier. Structure. 2010 Jan 13;18(1):39-46. doi: 10.1016/j.str.2009.11.009. PMID: 20152151. 9: Block MR, Lauguin GJ, Vignais PV. Atractyloside and bongkrekic acid sites in the mitochondrial ADP/ATP carrier protein. An appraisal of their unicity by chemical modifications. FEBS Lett. 1981 Aug 31;131(2):213-8. doi: 10.1016/0014-5793(81)80370-5. PMID: 6271570. 10: KEMP A Jr, SLATER EC. THE SITE OF ACTION OF ATRACTYLOSIDE. Biochim Biophys Acta. 1964 Oct 23;92:178-80. doi: 10.1016/0926-6569(64)90290-1. PMID: 14243774. 11: Brucoli F, Borrello MT, Stapleton P, Parkinson GN, Gibbons S. Structural characterization and antimicrobial evaluation of atractyloside, atractyligenin, and 15-didehydroatractyligenin methyl ester. J Nat Prod. 2012 Jun 22;75(6):1070-5. doi: 10.1021/np300080w. Epub 2012 May 17. PMID: 22594797. 12: Luciani S, Varotto R. Difference between atractyloside and carboxyatractyloside on the binding to the mitochondrial membrane. FEBS Lett. 1975 Aug 15;56(2):194-7. doi: 10.1016/0014-5793(75)81089-1. PMID: 239866. 13: Chen LY, Hu A, Chang CJ. The degradation mechanism of toxic atractyloside in herbal medicines by decoction. Molecules. 2013 Feb 5;18(2):2018-28. doi: 10.3390/molecules18022018. PMID: 23385339; PMCID: PMC6270218. 14: Obatomi DK, Thanh NT, Brant S, Bach PH. The toxic mechanism and metabolic effects of atractyloside in precision-cut pig kidney and liver slices. Arch Toxicol. 1998 Jul-Aug;72(8):524-30. doi: 10.1007/s002040050537. PMID: 9765068. 15: BRUNI A, LUCIANI S. Effects of atractyloside and oligomycin on magnesium- stimulated adenosine triphosphatase and on adenosine triphosphate-induced contraction of swollen mitochondria. Nature. 1962 Nov 10;196:578-80. doi: 10.1038/196578a0. PMID: 14016297. 16: Steenkamp PA, Harding NM, van Heerden FR, van Wyk BE. Identification of atractyloside by LC-ESI-MS in alleged herbal poisonings. Forensic Sci Int. 2006 Nov 10;163(1-2):81-92. doi: 10.1016/j.forsciint.2005.11.010. Epub 2006 Jan 10. PMID: 16376039. 17: BRUNI A, LUCIANI S, CONTESSA AR. INHIBITION BY ATRACTYLOSIDE OF THE BINDING OF ADENINE-NUCLEOTIDES TO RAT-LIVER MITOCHONDRIA. Nature. 1964 Mar 21;201:1219-20. doi: 10.1038/2011219a0. PMID: 14151375. 18: BRUNI A, CONTESSA AR, SCALELLA P. THE BINDING OF ATRACTYLOSIDE AND OLIGOMYCIN TO LIVER MITOCHONDRIA. Biochim Biophys Acta. 1965 Apr 12;100:1-12. doi: 10.1016/0304-4165(65)90421-6. PMID: 14323623. 19: Nikles S, Heuberger H, Hilsdorf E, Schmücker R, Seidenberger R, Bauer R. Influence of Processing on the Content of Toxic Carboxyatractyloside and Atractyloside and the Microbiological Status of Xanthium sibiricum Fruits (Cang'erzi). Planta Med. 2015 Aug;81(12-13):1213-20. doi: 10.1055/s-0035-1546207. Epub 2015 Aug 19. PMID: 26287695. 20: Carlier J, Romeuf L, Guitton J, Priez-Barallon C, Bévalot F, Fanton L, Gaillard Y. A validated method for quantifying atractyloside and carboxyatractyloside in blood by HPLC-HRMS/MS, a non-fatal case of intoxication with Atractylis gummifera L. J Anal Toxicol. 2014 Nov-Dec;38(9):619-27. doi: 10.1093/jat/bku078. Epub 2014 Jul 2. PMID: 24990875.