4-HYDROXY-2-BUTANONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H8O2
Molecular Weight	88.1051
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)CCO

InChI

InChIKey=LVSQXDHWDCMMRJ-UHFFFAOYSA-N

InChI=1S/C4H8O2/c1-4(6)2-3-5/h5H,2-3H2,1H3

HIDE SMILES / InChI

Molecular Formula	C4H8O2
Molecular Weight	88.1051
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Minimum requirements for ookinete to oocyst transformation in Plasmodium.	2007-09	17482621
Continuous production of chiral 1,3-butanediol using immobilized biocatalysts in a packed bed reactor: promising biocatalysis method with an asymmetric hydrogen-transfer bioreduction.	2007-07	17443321
The stepwise formation of mixed-metal coordination networks using complexes of 3-cyanoacetylacetonate.	2007-06-28	17563785
Development of a pressurised liquid extraction and liquid chromatography with electrospray ionization-tandem mass spectrometry method for the determination of domoic acid in shellfish.	2007-06-22	17475272
Chromosome 9p21 gene copy number and prognostic significance of p16 in ESFT.	2007-06-18	17533400
Incorporation of a lambda phage recombination system and EGFP detection to simplify mutagenesis of Herpes simplex virus bacterial artificial chromosomes.	2007-05-14	17501993
The role of cargo proteins in GGA recruitment.	2007-05	17451558
The differentiation and stress response factor XBP-1 drives multiple myeloma pathogenesis.	2007-04	17418411
Increased expression of the auxiliary beta(2)-subunit of ventricular L-type Ca(2)+ channels leads to single-channel activity characteristic of heart failure.	2007-03-14	17356701
The effect of oxandrolone treatment on human osteoblastic cells.	2007-03-07	17364004
FBXW7/hCDC4 controls glioma cell proliferation in vitro and is a prognostic marker for survival in glioblastoma patients.	2007-02-27	17326833
Stat3 activation in human endometrial and cervical cancers.	2007-02-26	17311011
Term Amniotic membrane is a high throughput source for multipotent Mesenchymal Stem Cells with the ability to differentiate into endothelial cells in vitro.	2007-02-21	17313666
Improved antibiotic susceptibility test of Orientia tsutsugamushi by flow cytometry using monoclonal antibody.	2007-02	17297242
Detection of epithelial to mesenchymal transition in airways of a bleomycin induced pulmonary fibrosis model derived from an alpha-smooth muscle actin-Cre transgenic mouse.	2007-01-07	17207287
A novel three-dimensional system to study interactions between endothelial cells and neural cells of the developing central nervous system.	2007-01-02	17199896
All-trans retinoic acid suppresses exocrine differentiation and branching morphogenesis in the embryonic pancreas.	2007-01	17244022
Genome-wide identification of novel expression signatures reveal distinct patterns and prevalence of binding motifs for p53, nuclear factor-kappaB and other signal transcription factors in head and neck squamous cell carcinoma.	2007	17498291
Keratinocyte serum-free medium maintains long-term liver gene expression and function in cultured rat hepatocytes by preventing the loss of liver-enriched transcription factors.	2007	17129745
Nectin-2-mediated entry of a syncytial strain of herpes simplex virus via pH-independent fusion with the plasma membrane of Chinese hamster ovary cells.	2006-12-27	17192179
Chemoresistance induces enhanced adhesion and transendothelial penetration of neuroblastoma cells by down-regulating NCAM surface expression.	2006-12-21	17181871
Polarised asymmetric inheritance of accumulated protein damage in higher eukaryotes.	2006-12	17147470
The role of myristoylation in the membrane association of the Lassa virus matrix protein Z.	2006-11-05	17083745
Caveolin-1 interacts with the Gag precursor of murine leukaemia virus and modulates virus production.	2006-09-06	16956408
Enumeration of leukocyte infiltration in solid tumors by confocal laser scanning microscopy.	2006-07-21	16859557
Expression of AFP and Rev-Erb A/Rev-Erb B and N-CoR in fetal rat liver, liver injury and liver regeneration.	2006-07-05	16822301
Metazoan Scc4 homologs link sister chromatid cohesion to cell and axon migration guidance.	2006-07	16802858
Genome microevolution of chikungunya viruses causing the Indian Ocean outbreak.	2006-07	16700631
Activation of p38 mitogen-activated protein kinase promotes epidermal growth factor receptor internalization.	2006-06	16683917
In vitro culture of embryonic mouse intestinal epithelium: cell differentiation and introduction of reporter genes.	2006-05-25	16725020
Two polymorphic forms of N-(4-chlorophenyl)-5-[(4-chlorophenyl)aminomethyl]-6-methyl-2-phenylpyrimidin-4-amine.	2006-05	16679597
Two di-leucine motifs regulate trafficking of mucolipin-1 to lysosomes.	2006-03	16497227
Establishment of HEp-2 cell preparation for automated analysis of ANA fluorescence pattern.	2006-03	16496421
Calculation of absolute protein-ligand binding affinity using path and endpoint approaches.	2006-02-01	16284269
Comparison of cell fixation methods of induced sputum specimens: an immunocytochemical analysis.	2006-01-20	16325848
SUV39H1 interacts with HTLV-1 Tax and abrogates Tax transactivation of HTLV-1 LTR.	2006-01-13	16409643
Assessment of the polyphenolic composition of the organic extracts of Mauritian black teas: a potential contributor to their antioxidant functions.	2006	17012766
CD24 staining of mouse mammary gland cells defines luminal epithelial, myoepithelial/basal and non-epithelial cells.	2006	16417656
Protonation thermochemistry of selected hydroxy- and methoxycarbonyl molecules.	2005-12-29	16366636
Dynamic formation of coordination polymers versus tetragonal prisms and unexpected magnetic superexchange coupling mediated by encapsulated anions in the cobalt(II) 1,3-bis(pyrid-4-ylthio)propan-2-one series.	2005-12-12	16323897
Comparative signature-tagged mutagenesis identifies Pseudomonas factors conferring resistance to the pulmonary collectin SP-A.	2005-11	16322768
Molecular modeling of phase behavior and microstructure of acetone-chloroform-methanol binary mixtures.	2005-10-20	16853515
Induction of p38- and gC1qR-dependent IL-8 expression in pulmonary fibroblasts by soluble hepatitis C core protein.	2005-09-15	16164755
Release of IL-1beta via IL-1beta-converting enzyme in a skin dendritic cell line exposed to 2,4-dinitrofluorobenzene.	2005-08-14	16106098
Microwave assisted extraction followed by gas chromatography with tandem mass spectrometry for the determination of triclosan and two related chlorophenols in sludge and sediments.	2005-08-05	16035353
Adsorption of liquid mixtures on silicalite-1 zeolite: a density-bottle method.	2005-08-02	16042470
Telomerase inhibition by siRNA causes senescence and apoptosis in Barrett's adenocarcinoma cells: mechanism and therapeutic potential.	2005-07-15	16022731
Transdermal drug delivery of labetolol hydrochloride: system development, in vitro; ex vivo and in vivo characterization.	2005-04	16305413
Transcriptional profiles discriminate bone marrow-derived and synovium-derived mesenchymal stem cells.	2005	16277684
Screening of an endothelial cDNA library identifies the C-terminal region of Nedd5 as a novel autoantigen in systemic lupus erythematosus with psychiatric manifestations.	2005	15987492

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:01:28 GMT 2025` Edited by `admin` on `Mon Mar 31 19:01:28 GMT 2025`
Record UNII	TCM0BJ44MF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-HYDROXY-2-BUTANONE

Systematic Name

English

NSC-41219

Preferred Name

English

2-BUTANONE, 4-HYDROXY-

Systematic Name

English

Code System Code Type Description

DRUG BANK

DB04094