3-Hydroxykynurenine
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MedKoo CAT#: 533348

CAS#: 484-78-6 (racemate)

Description: 3-Hydroxy-kynurenine is a metabolite in the kynurenine pathway, the major route of tryptophan degradation in mammals. 3-Hydroxykynurenine is a metabolite of tryptophan, which filters UV light in the human lens. It is one of two pigments identified as responsible for the goldenrod crab spider's (Misumena vatia) yellow coloration.

Chemical Structure

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3-Hydroxykynurenine
CAS# 484-78-6 (racemate)
Instruction

Theoretical Analysis

MedKoo Cat#: 533348
Name: 3-Hydroxykynurenine
CAS#: 484-78-6 (racemate)
Chemical Formula: C10H12N2O4
Exact Mass: 224.08
Molecular Weight: 224.220
Elemental Analysis: C, 53.57; H, 5.39; N, 12.49; O, 28.54

Price and Availability

Size Price Availability Quantity
25mg USD 450 2 Weeks
50mg USD 750 2 Weeks
100mg USD 1250 2 Weeks
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Related CAS #: 484-78-6 (racemate)   606-14-4 (S-isomer)    

Synonym: 3-Hydroxy-kynurenine; 3-Hydroxy-DL-kynurenine; 3-Hydroxykynurenine; DL-3-Hydroxykynurenine; Hydroxykynurenine;

IUPAC/Chemical Name: 2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid

InChi Key: VCKPUUFAIGNJHC-UHFFFAOYSA-N

InChi Code: InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)

SMILES Code: O=C(O)C(N)CC(C1=CC=CC(O)=C1N)=O

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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 224.22 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Knubel CP, Martínez FF, Acosta Rodríguez EV, Altamirano A, Rivarola HW, Diaz Luján C, Fretes RE, Cervi L, Motrán CC. 3-Hydroxy kynurenine treatment controls T. cruzi replication and the inflammatory pathology preventing the clinical symptoms of chronic Chagas disease. PLoS One. 2011;6(10):e26550. doi: 10.1371/journal.pone.0026550. Epub 2011 Oct 19. PMID: 22028903; PMCID: PMC3197528.


2: Hood BD, Garner B, Truscott RJ. Human lens coloration and aging. Evidence for crystallin modification by the major ultraviolet filter, 3-hydroxy-kynurenine O-beta-D-glucoside. J Biol Chem. 1999 Nov 12;274(46):32547-50. doi: 10.1074/jbc.274.46.32547. PMID: 10551806.


3: Watanabe M, Takahashi T, Yoshida M, Suzuki M, Muramatsu S. Relationship between tryptophan intake and urinary excretion of 3-hydroxy-kynurenine, 3-hydroxyanthranilic acid, xanthurenic acid and kynurenic acid. J Nutr Sci Vitaminol (Tokyo). 1979;25(2):115-22. doi: 10.3177/jnsv.25.115. PMID: 479960.


4: Linzen B, Ishiguro I. 3-Hydroxy-kynurenin bei Bombyx mori rb--Ein neuer Tryptophanmetabolit: 3-Hydroxy-kynurenin-glucosid [3-Hydroxy-kynurenine in Bombyx mori rb--a new tryptophan metabolite: 3-hydroxy-kynurenine glucoside]. Z Naturforsch B. 1966 Feb;21(2):132-7. German. PMID: 4383175.


5: LINZEN B. EINE SPEZIFISCHE QUANTITATIVE BESTIMMUNG DES 3-HYDROXY-KYNURENINS. 3-HYDROXY- KYNURENIN UND XANTHOMMATIN IN DER IMAGINALENTWICKLUNG VON CALLIPHORA [A SPECIFIC QUANTITATIVE DETERMINATION OF 3-HYDROXYKYNURENINE. 3-HYDROXY- KYNURENINE AND XANTHOMMATIN IN THE IMAGO DEVELOPMENT OF CALLIPHORA]. Hoppe Seylers Z Physiol Chem. 1963;333:145-8. German. doi: 10.1515/bchm2.1963.333.1.145. PMID: 14058276.


6: MAKINO K, SATOH K, FUJIKI T, KAWAGUCHI K. Relation of 3-hydroxy-kynurenine to the Ehrlich diazo reaction of urine in severe tuberculosis. Nature. 1952 Dec 6;170(4336):977-8. doi: 10.1038/170977a0. PMID: 13013281.