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MedKoo Cat#: 530431 | Name: LP533401
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Description:

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

LP533401 is an inhibitor of tryptophan hydroxylase 1, which regulates serotonin production in the gut. LP533401 has an anabolic effect in bone. Inhibiting GDS biosynthesis could become a new anabolic treatment for osteoporosis.

Chemical Structure

LP533401
LP533401
CAS#945976-43-2

Theoretical Analysis

MedKoo Cat#: 530431

Name: LP533401

CAS#: 945976-43-2

Chemical Formula: C27H22F4N4O3

Exact Mass: 526.1628

Molecular Weight: 526.49

Elemental Analysis: C, 61.60; H, 4.21; F, 14.43; N, 10.64; O, 9.12

Price and Availability

Size Price Availability Quantity
5mg USD 585.00 2 weeks
10mg USD 950.00 2 weeks
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Related CAS #
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Synonym
LP533401; LP 533401; LP-533401.
IUPAC/Chemical Name
4-[2-amino-6-[2,2,2-trifluoro-1-(3'-fluoro[1,1'-biphenyl]-4-yl)ethoxy]-4-pyrimidinyl]-L-phenylalanine
InChi Key
JZWUKILTKYJLCN-XEGCMXMBSA-N
InChi Code
InChI=1S/C27H22F4N4O3/c28-20-3-1-2-19(13-20)16-8-10-18(11-9-16)24(27(29,30)31)38-23-14-22(34-26(33)35-23)17-6-4-15(5-7-17)12-21(32)25(36)37/h1-11,13-14,21,24H,12,32H2,(H,36,37)(H2,33,34,35)/t21-,24?/m0/s1
SMILES Code
N[C@@H](CC1=CC=C(C2=NC(N)=NC(OC(C3=CC=C(C4=CC=CC(F)=C4)C=C3)C(F)(F)F)=C2)C=C1)C(O)=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
>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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
LP-533401 is a Tryptophan hydroxylase 1 inhibitor that regulates serotonin production in the gut.
In vitro activity:
These in vitro experiments in RIN-14B cells showed that anoxia leads the cells to the state of oxidative stress. Administration of exogenous 5-HT exacerbated this effect, whereas the inhibition of Tph1, LP533401 alleviated the oxidative stress. Reference: Int J Mol Sci. 2019 Mar 18;20(6):1364. https://pubmed.ncbi.nlm.nih.gov/30889910/
In vivo activity:
Administration of LP533401 to mice injected with EL4 cells inhibited the decrement in osteoblast numbers and trabecular bone volume (supplemental Figure 4B), prolonged survival (Figure 4A), and decreased leukemic infiltration (Figure 4B-C). In leukemic mice, LP533401 treatment decreased the frequency of circulating blasts in peripheral blood (Figure 4D-E) and the incidence of hind limb paralysis (supplemental Figure 4D). LP533401 treatment also tended to ameliorate anemia (supplemental Figure 4E-G) and restore white blood cells, neutrophils, monocytes, and lymphocytes to normal numbers (supplemental Figure 4H-K), although with no statistically significant difference, probably because of the small number of animals per group. Reference: Blood. 2014 Oct 30;124(18):2834-46. https://pubmed.ncbi.nlm.nih.gov/25139351/
Solvent mg/mL mM
Solubility
DMF 10.0 18.99
DMF:PBS (pH 7.2) (1:2) 0.3 0.63
DMSO 5.0 9.50
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 526.49 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:
1. He Q, Ma J, Kalavagunta PK, Zhou L, Zhu J, Dong J, Ahmad O, Du Y, Wei L, Shang J. HgS Inhibits Oxidative Stress Caused by Hypoxia through Regulation of 5-HT Metabolism Pathway. Int J Mol Sci. 2019 Mar 18;20(6):1364. doi: 10.3390/ijms20061364. PMID: 30889910; PMCID: PMC6471647. 2. Krevvata M, Silva BC, Manavalan JS, Galan-Diez M, Kode A, Matthews BG, Park D, Zhang CA, Galili N, Nickolas TL, Dempster DW, Dougall W, Teruya-Feldstein J, Economides AN, Kalajzic I, Raza A, Berman E, Mukherjee S, Bhagat G, Kousteni S. Inhibition of leukemia cell engraftment and disease progression in mice by osteoblasts. Blood. 2014 Oct 30;124(18):2834-46. doi: 10.1182/blood-2013-07-517219. Epub 2014 Aug 18. PMID: 25139351; PMCID: PMC4314530. 3. Abid S, Houssaini A, Chevarin C, Marcos E, Tissot CM, Gary-Bobo G, Wan F, Mouraret N, Amsellem V, Dubois-Randé JL, Hamon M, Adnot S. Inhibition of gut- and lung-derived serotonin attenuates pulmonary hypertension in mice. Am J Physiol Lung Cell Mol Physiol. 2012 Sep 15;303(6):L500-8. doi: 10.1152/ajplung.00049.2012. Epub 2012 Jul 13. PMID: 22797248.
In vitro protocol:
1. He Q, Ma J, Kalavagunta PK, Zhou L, Zhu J, Dong J, Ahmad O, Du Y, Wei L, Shang J. HgS Inhibits Oxidative Stress Caused by Hypoxia through Regulation of 5-HT Metabolism Pathway. Int J Mol Sci. 2019 Mar 18;20(6):1364. doi: 10.3390/ijms20061364. PMID: 30889910; PMCID: PMC6471647.
In vivo protocol:
1. Krevvata M, Silva BC, Manavalan JS, Galan-Diez M, Kode A, Matthews BG, Park D, Zhang CA, Galili N, Nickolas TL, Dempster DW, Dougall W, Teruya-Feldstein J, Economides AN, Kalajzic I, Raza A, Berman E, Mukherjee S, Bhagat G, Kousteni S. Inhibition of leukemia cell engraftment and disease progression in mice by osteoblasts. Blood. 2014 Oct 30;124(18):2834-46. doi: 10.1182/blood-2013-07-517219. Epub 2014 Aug 18. PMID: 25139351; PMCID: PMC4314530. 2. Abid S, Houssaini A, Chevarin C, Marcos E, Tissot CM, Gary-Bobo G, Wan F, Mouraret N, Amsellem V, Dubois-Randé JL, Hamon M, Adnot S. Inhibition of gut- and lung-derived serotonin attenuates pulmonary hypertension in mice. Am J Physiol Lung Cell Mol Physiol. 2012 Sep 15;303(6):L500-8. doi: 10.1152/ajplung.00049.2012. Epub 2012 Jul 13. PMID: 22797248.
1: Lima GM, Corazza BJ, Moraes RM, de Oliveira FE, de Oliveira LD, Franco GC, Perrien DS, Elefteriou F, Anbinder AL. The effect of an inhibitor of gut serotonin (LP533401) during the induction of periodontal disease. J Periodontal Res. 2016 Oct;51(5):661-8. doi: 10.1111/jre.12346. PubMed PMID: 26740292. 2: Zong JC, Wang X, Zhou X, Wang C, Chen L, Yin LJ, He BC, Deng ZL. Gut-derived serotonin induced by depression promotes breast cancer bone metastasis through the RUNX2/PTHrP/RANKL pathway in mice. Oncol Rep. 2016 Feb;35(2):739-48. doi: 10.3892/or.2015.4430. PubMed PMID: 26573960. 3: Krevvata M, Silva BC, Manavalan JS, Galan-Diez M, Kode A, Matthews BG, Park D, Zhang CA, Galili N, Nickolas TL, Dempster DW, Dougall W, Teruya-Feldstein J, Economides AN, Kalajzic I, Raza A, Berman E, Mukherjee S, Bhagat G, Kousteni S. Inhibition of leukemia cell engraftment and disease progression in mice by osteoblasts. Blood. 2014 Oct 30;124(18):2834-46. doi: 10.1182/blood-2013-07-517219. PubMed PMID: 25139351; PubMed Central PMCID: PMC4314530. 4: Abid S, Houssaini A, Chevarin C, Marcos E, Tissot CM, Gary-Bobo G, Wan F, Mouraret N, Amsellem V, Dubois-Randé JL, Hamon M, Adnot S. Inhibition of gut- and lung-derived serotonin attenuates pulmonary hypertension in mice. Am J Physiol Lung Cell Mol Physiol. 2012 Sep 15;303(6):L500-8. doi: 10.1152/ajplung.00049.2012. PubMed PMID: 22797248. 5: Inose H, Zhou B, Yadav VK, Guo XE, Karsenty G, Ducy P. Efficacy of serotonin inhibition in mouse models of bone loss. J Bone Miner Res. 2011 Sep;26(9):2002-11. doi: 10.1002/jbmr.439. PubMed PMID: 21608033. 6: Karsenty G, Yadav VK. Regulation of bone mass by serotonin: molecular biology and therapeutic implications. Annu Rev Med. 2011;62:323-31. doi: 10.1146/annurev-med-090710-133426. Review. PubMed PMID: 21073335. 7: Yadav VK, Balaji S, Suresh PS, Liu XS, Lu X, Li Z, Guo XE, Mann JJ, Balapure AK, Gershon MD, Medhamurthy R, Vidal M, Karsenty G, Ducy P. Pharmacological inhibition of gut-derived serotonin synthesis is a potential bone anabolic treatment for osteoporosis. Nat Med. 2010 Mar;16(3):308-12. doi: 10.1038/nm.2098. PubMed PMID: 20139991; PubMed Central PMCID: PMC2836724.