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MedKoo Cat#: 145336 | Name: Caramboxin

Description:

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

Caramboxin is a neurotoxin. Caramboxin inhibits GABA binding and activates the glutamatergic receptors.

Chemical Structure

Caramboxin
Caramboxin
CAS#1531600-36-8

Theoretical Analysis

MedKoo Cat#: 145336

Name: Caramboxin

CAS#: 1531600-36-8

Chemical Formula: C11H13NO6

Exact Mass: 255.0743

Molecular Weight: 255.23

Elemental Analysis: C, 51.77; H, 5.13; N, 5.49; O, 37.61

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Caramboxin;
IUPAC/Chemical Name
(S)-2-(2-amino-2-carboxyethyl)-6-hydroxy-4-methoxybenzoic acid
InChi Key
DYJIDGJHOLTGBO-ZETCQYMHSA-N
InChi Code
1S/C11H13NO6/c1-18-6-2-5(3-7(12)10(14)15)9(11(16)17)8(13)4-6/h2,4,7,13H,3,12H2,1H3,(H,14,15)(H,16,17)/t7-/m0/s1
SMILES Code
COC1=CC(C[C@H](N)C(O)=O)=C(C(O)=O)C(O)=C1
Appearance
To be determined
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 255.23 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: Barretti P. Star fruit intoxication in chronic kidney disease patients: from the first clinical description to caramboxin. J Bras Nefrol. 2015 Oct- Dec;37(4):429-30. English, Portuguese. doi: 10.5935/0101-2800.20150067. PMID: 26648489. 2: Derrien B, Leblanc K, Evanno L, Drège E. Enantioselective Total Synthesis of the Neurotoxin Caramboxin. J Org Chem. 2024 May 3;89(9):6489-6493. doi: 10.1021/acs.joc.4c00541. Epub 2024 Apr 12. PMID: 38607991. 3: Yasawardene P, Jayarajah U, De Zoysa I, Seneviratne SL. Mechanisms of star fruit (Averrhoa carambola) toxicity: A mini-review. Toxicon. 2020 Nov;187:198-202. doi: 10.1016/j.toxicon.2020.09.010. Epub 2020 Sep 20. PMID: 32966829. 4: Stumpf MAM, Schuinski AFM, Baroni G, Ramthun M. Acute Kidney Injury with Neurological Features: Beware of the Star Fruit and its Caramboxin. Indian J Nephrol. 2020 Jan-Feb;30(1):42-46. doi: 10.4103/ijn.IJN_53_19. Epub 2019 Dec 27. PMID: 32015601; PMCID: PMC6977387. 5: de Oliveira ES, de Aguiar AS. Why eating star fruit is prohibited for patients with chronic kidney disease? J Bras Nefrol. 2015 Apr-Jun;37(2):241-7. English, Portuguese. doi: 10.5935/0101-2800.20150037. PMID: 26154645. 6: Yasawardene P, Jayarajah U, De Zoysa I, Seneviratne SL. Nephrotoxicity and neurotoxicity following star fruit (Averrhoa carambola) ingestion: a narrative review. Trans R Soc Trop Med Hyg. 2021 Sep 3;115(9):947-955. doi: 10.1093/trstmh/trab026. PMID: 33693950. 7: Garcia-Cairasco N, Moyses-Neto M, Del Vecchio F, Oliveira JA, dos Santos FL, Castro OW, Arisi GM, Dantas M, Carolino RO, Coutinho-Netto J, Dagostin AL, Rodrigues MC, Leão RM, Quintiliano SA, Silva LF Jr, Gobbo-Neto L, Lopes NP. Elucidating the neurotoxicity of the star fruit. Angew Chem Int Ed Engl. 2013 Dec 2;52(49):13067-70. doi: 10.1002/anie.201305382. Epub 2013 Nov 7. PMID: 24281890. 8: Fernandez-Prado R, Esteras R, Perez-Gomez MV, Gracia-Iguacel C, Gonzalez- Parra E, Sanz AB, Ortiz A, Sanchez-Niño MD. Nutrients Turned into Toxins: Microbiota Modulation of Nutrient Properties in Chronic Kidney Disease. Nutrients. 2017 May 12;9(5):489. doi: 10.3390/nu9050489. PMID: 28498348; PMCID: PMC5452219. 9: Muthu N, Lee SY, Phua KK, Bhore SJ. Nutritional, Medicinal and Toxicological Attributes of Star-Fruits (Averrhoa carambola L.): A Review. Bioinformation. 2016 Dec 22;12(12):420-424. doi: 10.6026/97320630012420. PMID: 28405126; PMCID: PMC5357571. 10: Siang LH, Arulsamy A, Yoon YK, Shaikh MF. Fruits for Seizures? A Systematic Review on the Potential Anti-Convulsant Effects of Fruits and their Phytochemicals. Curr Neuropharmacol. 2022;20(10):1925-1940. doi: 10.2174/1570159X19666210913120637. PMID: 34517803; PMCID: PMC9886799. 11: Saghir SAM, Abdulghani MAM, Alruhaimi RS, Ahmeda AF, Al-Gabri NA, Alomaisi SAMA, Sadikun A, Murugaiyah V, Mahmoud AM. Acute and sub-chronic toxicological evaluation of Averrhoa carambola leaves in Sprague Dawley rats. Environ Sci Pollut Res Int. 2022 Dec;29(60):90058-90069. doi: 10.1007/s11356-022-22019-7. Epub 2022 Jul 21. PMID: 35864392. 12: Staudt M, Sølling T, Bunch L. Synthesis of Polysubstituted Meta-Halophenols by Anion-Accelerated 2π-Electrocyclic Ring Opening. Chemistry. 2021 Jul 26;27(42):10941-10947. doi: 10.1002/chem.202100939. Epub 2021 Jun 14. PMID: 34041800. 13: Abduh MS, Saghir SAM, Al Hroob AM, Bin-Ammar A, Al-Tarawni AH, Murugaiyah V, Mahmoud AM. Averrhoa carambola leaves prevent dyslipidemia and oxidative stress in a rat model of poloxamer-407-induced acute hyperlipidemia. Front Pharmacol. 2023 Feb 6;14:1134812. doi: 10.3389/fphar.2023.1134812. PMID: 36814487; PMCID: PMC9939629. 14: Caetano CP, de Sá CB, Faleiros BA, Gomes MF, Pereira ER. Neurotoxicity following the Ingestion of Bilimbi Fruit (Averrhoa bilimbi) in an End- Stage Renal Disease Patient on Hemodialysis. Case Rep Nephrol Dial. 2017 Jan 20;7(1):6-12. doi: 10.1159/000454945. PMID: 28203564; PMCID: PMC5301110.

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