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MedKoo Cat#: 463938 | Name: Hydroxyindoleacetic acid

Description:

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

5-Hydroxyindoleacetic acid (5-HIAA) is the main metabolite of serotonin. In chemical analysis of urine samples, 5-HIAA is used to determine serotonin levels in the body.

Chemical Structure

Hydroxyindoleacetic acid
Hydroxyindoleacetic acid
CAS#54-16-0

Theoretical Analysis

MedKoo Cat#: 463938

Name: Hydroxyindoleacetic acid

CAS#: 54-16-0

Chemical Formula: C10H9NO3

Exact Mass: 191.0582

Molecular Weight: 191.19

Elemental Analysis: C, 62.82; H, 4.75; N, 7.33; O, 25.10

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
Hydroxyindoleacetic acid; NSC 90432; NSC90432; NSC-90432; 5-Hydroxyindoleacetic acid;
IUPAC/Chemical Name
2-(5-hydroxy-1H-indol-3-yl)acetic acid
InChi Key
DUUGKQCEGZLZNO-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H9NO3/c12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h1-2,4-5,11-12H,3H2,(H,13,14)
SMILES Code
OC1=CC=C2C(C(CC(O)=O)=CN2)=C1
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 191.19 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: Chojnacki C, Popławski T, Gasiorowska A, Chojnacki J, Blasiak J. Serotonin in the Pathogenesis of Lymphocytic Colitis. J Clin Med. 2021 Jan 14;10(2):285. doi: 10.3390/jcm10020285. PMID: 33466782; PMCID: PMC7830326. 2: Reavis ZW, Mirjankar N, Sarangi S, Boyle SH, Kuhn CM, Matson WR, Babyak MA, Matson SA, Siegler IC, Kaddurah-Daouk R, Suarez EC, Williams RB, Grichnik K, Stafford-Smith M, Georgiades A. Sex and race differences of cerebrospinal fluid metabolites in healthy individuals. Metabolomics. 2021 Jan 18;17(2):13. doi: 10.1007/s11306-020-01757-0. PMID: 33462762. 3: Whiley L, Chappell KE, D'Hondt E, Lewis MR, Jiménez B, Snowden SG, Soininen H, Kłoszewska I, Mecocci P, Tsolaki M, Vellas B, Swann JR, Hye A, Lovestone S, Legido-Quigley C, Holmes E; AddNeuroMed consortium. Metabolic phenotyping reveals a reduction in the bioavailability of serotonin and kynurenine pathway metabolites in both the urine and serum of individuals living with Alzheimer's disease. Alzheimers Res Ther. 2021 Jan 9;13(1):20. doi: 10.1186/s13195-020-00741-z. PMID: 33422142; PMCID: PMC7797094. 4: Matsunaga D, Nakagawa H, Ishiwata T. Difference in the brain serotonin and its metabolite level and anxiety-like behavior between forced and voluntary exercise conditions in rats. Neurosci Lett. 2021 Jan 23;744:135556. doi: 10.1016/j.neulet.2020.135556. Epub 2020 Dec 26. PMID: 33373674. 5: Martyniuk K, Hanuszewska M, Lewczuk B. Metabolism of Melatonin Synthesis- Related Indoles in the Turkey Pineal Organ and Its Modification by Monochromatic Light. Int J Mol Sci. 2020 Dec 21;21(24):9750. doi: 10.3390/ijms21249750. PMID: 33371255; PMCID: PMC7767013. 6: Jiménez Vásquez FJ, Méndez Guerrero D, Rubio Osornio M, Rubio Osornio MDC, Orozco Suárez S, Retana-Márquez S. Decreased serotonin content and release in the ventral hippocampus of prenatally stressed male rats in response to forced swim test. Acta Neurobiol Exp (Wars). 2020;80(4):331-343. PMID: 33350985. 7: Tanaka H, Uema D, Rego JFM, Weschenfelder RF, D'Agustini N, Filho DRR, O'Connor JM, Luca R, Nuñez JER, de Barros E Silva MJ, Riechelmann RP. Health resource utilisation by patients with neuroendocrine tumours with or without carcinoid heart disease: a multinational study. Ecancermedicalscience. 2020 Nov 13;14:1141. doi: 10.3332/ecancer.2020.1141. PMID: 33343700; PMCID: PMC7738266. 8: Schjødt MS, Gürdeniz G, Chawes B. The Metabolomics of Childhood Atopic Diseases: A Comprehensive Pathway-Specific Review. Metabolites. 2020 Dec 16;10(12):511. doi: 10.3390/metabo10120511. PMID: 33339279; PMCID: PMC7767195. 9: Eugster PJ, Centeno C, Dunand M, Seghezzi C, Grouzmann E. Stabilization of urinary biogenic amines measured in clinical chemistry laboratories. Clin Chim Acta. 2021 Mar;514:24-28. doi: 10.1016/j.cca.2020.12.009. Epub 2020 Dec 14. PMID: 33333038. 10: Li Z, Li Z, Lv X, Li Z, Xiong L, Hu X, Qin D. Intracerebroventricular Administration of Interferon-Alpha Induced Depressive-Like Behaviors and Neurotransmitter Changes in Rhesus Monkeys. Front Neurosci. 2020 Nov 19;14:585604. doi: 10.3389/fnins.2020.585604. PMID: 33328856; PMCID: PMC7710898. 11: Veenstra EB, de Groot DJA, Brouwers AH, Walenkamp AME, Noordzij W. Comparison of 18F-DOPA Versus 68Ga-DOTATOC as Preferred PET Imaging Tracer in Well-Differentiated Neuroendocrine Neoplasms. Clin Nucl Med. 2020 Dec 14. doi: 10.1097/RLU.0000000000003447. Epub ahead of print. PMID: 33323729. 12: Xu X, Zhang Z, Guo H, Qin J, Zhang X. Changes in Aggressive Behavior, Cortisol and Brain Monoamines during the Formation of Social Hierarchy in Black Rockfish (Sebastes schlegelii). Animals (Basel). 2020 Dec 10;10(12):2357. doi: 10.3390/ani10122357. PMID: 33321717; PMCID: PMC7764302. 13: Zhu YL, Wang LY, Zhao DP, Wang CL, Zhang R, Fei WT, Wang JX, Zhang JJ. Antidepressant-like effects of albiflorin involved the NO signaling pathway in rats model of chronic restraint stress. Chin J Nat Med. 2020 Nov;18(11):872-880. doi: 10.1016/S1875-5364(20)60030-9. PMID: 33308610. 14: El-Marasy SA, El Awdan SA, Hassan A, Ahmed-Farid OA, Ogaly HA. Anti- depressant effect of cerebrolysin in reserpine-induced depression in rats: Behavioral, biochemical, molecular and immunohistochemical evidence. Chem Biol Interact. 2021 Jan 25;334:109329. doi: 10.1016/j.cbi.2020.109329. Epub 2020 Dec 3. PMID: 33279466. 15: Mortensen NP, Moreno Caffaro M, Patel PR, Snyder RW, Watson SL, Aravamudhan S, Montgomery SA, Lefever T, Sumner SJ, Fennell TR. Biodistribution, cardiac and neurobehavioral assessments, and neurotransmitter quantification in juvenile rats following oral administration of aluminum oxide nanoparticles. J Appl Toxicol. 2020 Dec 2. doi: 10.1002/jat.4122. Epub ahead of print. PMID: 33269475. 16: Papantoniou D, Grönberg M, Landerholm K, Welin S, Ziolkowska B, Nordvall D, Janson ET. Assessment of hormonal levels as prognostic markers and of their optimal cut-offs in small intestinal neuroendocrine tumours grade 2. Endocrine. 2020 Nov 26. doi: 10.1007/s12020-020-02534-8. Epub ahead of print. PMID: 33244704. 17: Manzoni F, Salvatici E, Burlina A, Andrews A, Pasquali M, Longo N. Retrospective analysis of 19 patients with 6-Pyruvoyl Tetrahydropterin Synthase Deficiency: Prolactin levels inversely correlate with growth. Mol Genet Metab. 2020 Dec;131(4):380-389. doi: 10.1016/j.ymgme.2020.11.004. Epub 2020 Nov 18. PMID: 33234470; PMCID: PMC7749858. 18: Bober B, Saracyn M, Kołodziej M, Kowalski Ł, Deptuła-Krawczyk E, Kapusta W, Kamiński G, Mozenska O, Bil J. Carcinoid Heart Disease: How to Diagnose and Treat in 2020? Clin Med Insights Cardiol. 2020 Oct 27;14:1179546820968101. doi: 10.1177/1179546820968101. PMID: 33192110; PMCID: PMC7597558. 19: Valente EEL, Klotz JL, Ahn G, McLeod KR, Herzing HM, King M, Harmon DL. Ergot alkaloids reduce circulating serotonin in the bovine. J Anim Sci. 2020 Dec 1;98(12):skaa362. doi: 10.1093/jas/skaa362. PMID: 33188392; PMCID: PMC7751131. 20: Kim HS, Paik MJ, Seo C, Choi HD, Pack JK, Kim N, Ahn YH. Influences of exposure to 915-MHz radiofrequency identification signals on serotonin metabolites in rats: a pilot study. Int J Radiat Biol. 2020 Nov 16:1-6. doi: 10.1080/09553002.2021.1844336. Epub ahead of print. PMID: 33135949.

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