2. Cell Cycle/DNA Damage Epigenetics Membrane Transporter/Ion Channel
  3. HDAC P-glycoprotein
  4. 2-Propylpent-4-ynoic acid

2-Propylpent-4-ynoic acid (4-yn-VPA) is a HDAC inhibitor (with an IC50 of 0.5 mM against human HDAC). 2-Propylpent-4-ynoic acid also induces P-glycoprotein function, and exhibits teratogenicity, fetal growth inhibition and neurotoxicity. 2-Propylpent-4-ynoic acid shows significant stereospecific teratogenic effects, with the S-enantiomer being more teratogenic than the R-enantiomer and other analogs. The neurotoxicity of 2-Propylpent-4-ynoic acid is independent of its stereochemical structure. 2-Propylpent-4-ynoic acid has been used in studies related to the pathogenesis of colon cancer and neural tube defects such as exencephaly.

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2-Propylpent-4-ynoic acid

2-Propylpent-4-ynoic acid Chemical Structure

CAS No. : 24102-11-2

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2-Propylpent-4-ynoic acid Related Antibodies

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Description

2-Propylpent-4-ynoic acid (4-yn-VPA) is a HDAC inhibitor (with an IC50 of 0.5 mM against human HDAC). 2-Propylpent-4-ynoic acid also induces P-glycoprotein function, and exhibits teratogenicity, fetal growth inhibition and neurotoxicity. 2-Propylpent-4-ynoic acid shows significant stereospecific teratogenic effects, with the S-enantiomer being more teratogenic than the R-enantiomer and other analogs. The neurotoxicity of 2-Propylpent-4-ynoic acid is independent of its stereochemical structure. 2-Propylpent-4-ynoic acid has been used in studies related to the pathogenesis of colon cancer and neural tube defects such as exencephaly[1][2].

In Vitro

2-Propylpent-4-ynoic acid (4-yn-VPA) (1 mM; 5 days) induces P-gp function in human colon adenocarcinoma SW620 cells, with an associated HDAC inhibition IC50 of 0.5 mM from HeLa nuclear extracts[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

2-Propylpent-4-ynoic acid Related Antibodies

Cell Viability Assay[1]

Cell Line: human colon adenocarcinoma SW620 cells
Concentration: 1 mM
Incubation Time: 5 days
Result: Induced P-gp function with IC50 of 0.5 mM.
In Vivo

When 2-Propylpent-4-ynoic acid (4-yn-VPA) induces exencephaly in mice, the S-(-) isomer (0.40-1.05 mmol/kg; i.p.; gestational day 8; single administration) is 7.5 times more potent than the R (+) isomer (3-6 mmol/kg; i.p.; gestational day 8; single administration), with ED50 values of 0.83 mmol/kg and 6.19 mmol/kg, respectively[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Han:NMRI (female, 29-36 g, neural tube defect induced by treatment on gestational day 8)[2]
Dosage: 0.40, 0.60, 0.73, 0.86, 1.05 mmol/kg (S(-)-4-yn-VPA);
3.00, 4.50, 6.00 mmol/kg (R(+)-4-yn-VPA)
Administration: i.p.; single dose on gestational day 8
Result: Induced exencephaly at rates of 3%, 23%, 38%, 51%, 65% for S(-)-4-yn-VPA at 0.40, 0.60, 0.73, 0.86, 1.05 mmol/kg, respectively.
Caused embryolethality at rates of 10%, 8%, 17%, 38%, 51% for S(-)-4-yn-VPA at 0.40, 0.60, 0.73, 0.86, 1.05 mmol/kg, respectively.
Reduced fetal weights significantly (vs control) to 1.05 g and 1.04 g for S(-)-4-yn-VPA at 0.86 mmol/kg and 1.05 mmol/kg, respectively.
Induced exencephaly at rates of 1%, 26%, 38% for R(+)-4-yn-VPA at 3.00, 4.50, 6.00 mmol/kg, respectively.
Caused embryolethality at rates of 10%, 16%, 45% for R(+)-4-yn-VPA at 3.00, 4.50, 6.00 mmol/kg, respectively.
Reduced fetal weight significantly (vs control) to 1.00 g ± 0.10 for R(+)-4-yn-VPA at 6.00 mmol/kg.
Achieved an ED50 of 0.83 mmol/kg for exencephaly induction with S(-)-4-yn-VPA, and 6.19 mmol/kg for R(+)-4-yn-VPA.
Molecular Weight

140.18

Formula

C8H12O2
CAS No.
SMILES

O=C(O)C(CC#C)CCC
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Purity & Documentation
References
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2-Propylpent-4-ynoic acid Related Classifications

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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

2-Propylpent-4-ynoic acid24102-11-24-yn-VPAHDACP-glycoproteinHistone deacetylasesP-gpPgpMultidrug resistance protein 1MDR1ATP-binding cassette sub-family B member 1ABCB1Cluster of differentiation 243CD243histone deacetylasecolon carcinomaHeLa nuclear extractsexencephalymicehuman colon adenocarcinoma SW620 cellsInhibitorinhibitorinhibit

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