Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C5H8O3 |
| Molecular Weight | 116.1152 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)CCC(O)=O
InChI
InChIKey=JOOXCMJARBKPKM-UHFFFAOYSA-N
InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)
| Molecular Formula | C5H8O3 |
| Molecular Weight | 116.1152 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
There is no information related to the biological and pharmacological application of levulinic acid. But is known, that levulinic acid was recognized by the US Department of Energy as one of the top biobased platform chemicals of the future. It is a versatile building block with a clear value proposition in chemicals. Levulinic acid can successfully address many performance-related issues attributed to petroleum-based chemicals and materials.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Optimizing dilute-acid pretreatment of rapeseed straw for extraction of hemicellulose. | 2010-05 |
|
| Production of sugars and levulinic acid from marine biomass Gelidium amansii. | 2010-05 |
|
| Chlorophyll-deficient mutants of Chlamydomonas reinhardtii that accumulate magnesium protoporphyrin IX. | 2010-04 |
|
| Polymeric micelles for the pH-dependent controlled, continuous low dose release of paclitaxel. | 2010-03 |
|
| D-glucose enhanced 5-aminolevulinic acid production in recombinant Escherichia coli culture. | 2010-03 |
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| Polymer--cisplatin conjugate nanoparticles for acid-responsive drug delivery. | 2010-01-26 |
|
| The compartmentalized bacteria of the planctomycetes-verrucomicrobia-chlamydiae superphylum have membrane coat-like proteins. | 2010-01-19 |
|
| Enhancement of 5-Aminolevulinic acid-induced oxidative stress on two cancer cell lines by gold nanoparticles. | 2009-12 |
|
| Screening of oleaginous yeast strains tolerant to lignocellulose degradation compounds. | 2009-12 |
|
| [Determination of fenbutatin oxide residue in orange products by gas chromatography]. | 2009-11 |
|
| ABA, porphyrins and plant TSPO-related protein. | 2009-11 |
|
| Zinc chloride mediated degradation of cellulose at 200 degrees C and identification of the products. | 2009-11 |
|
| Cellulosic hydrolysate toxicity and tolerance mechanisms in Escherichia coli. | 2009-10-15 |
|
| Biosynthesis of poly(3-hydroxybutyrate-co-3-hydroxyvalerate) copolyesters with a high molar fraction of 3-hydroxyvalerate by an insect-symbiotic Burkholderia sp. IS-01. | 2009-10 |
|
| Self-crosslinking and film formation ability of liquefied black poplar. | 2009-07 |
|
| HPMA-based polymer conjugates with drug combination. | 2009-06-28 |
|
| Inactivation of Salmonella and Escherichia coli O157:H7 on lettuce and poultry skin by combinations of levulinic acid and sodium dodecyl sulfate. | 2009-05 |
|
| Influence of precursors and inhibitor on the production of extracellular 5-aminolevulinic acid and biomass by Rhodopseudomonas palustris KG31. | 2009-05 |
|
| The influence of solid/liquid separation techniques on the sugar yield in two-step dilute acid hydrolysis of softwood followed by enzymatic hydrolysis. | 2009-03-16 |
|
| Mechanism of downregulation of photosystem I content under high-light conditions in the cyanobacterium Synechocystis sp. PCC 6803. | 2009-03 |
|
| Design and synthesis of vidarabine prodrugs as antiviral agents. | 2009-02-01 |
|
| High-titer production of monomeric hydroxyvalerates from levulinic acid in Pseudomonas putida. | 2009-01-01 |
|
| Evolution, ecology and the engineered organism: lessons for synthetic biology. | 2009 |
|
| Catalytic conversion of biomass-derived carbohydrates into gamma-valerolactone without using an external H2 supply. | 2009 |
|
| Conversion of furfuryl alcohol into ethyl levulinate using solid acid catalysts. | 2009 |
|
| Diverse protein regulations on PHA formation in Ralstonia eutropha on short chain organic acids. | 2009 |
|
| Experimental and kinetic modelling studies on the acid-catalysed hydrolysis of the water hyacinth plant to levulinic acid. | 2008-11 |
|
| Ester hydroxy derivatives of methyl oleate: tribological, oxidation and low temperature properties. | 2008-10 |
|
| Synthetic tetra-acylated derivatives of lipid A from Porphyromonas gingivalis are antagonists of human TLR4. | 2008-09-21 |
|
| [Production of 5-aminolevulinic acid from organic industrial wastewater by photosynthetic bacteria]. | 2008-09 |
|
| Mass spectrometric characterization of 4-oxopentanoic acid and gas-phase ion fragmentation mechanisms studied using a triple quadrupole and time-of-flight analyzer hybrid system and density functional theory. | 2008-07 |
|
| Control of Listeria monocytogenes in ready-to-eat meats containing sodium levulinate, sodium lactate, or a combination of sodium lactate and sodium diacetate. | 2008-06 |
|
| A short review on SSF - an interesting process option for ethanol production from lignocellulosic feedstocks. | 2008-05-01 |
|
| Chlorinated-solvent-free gas chromatographic analysis of biomass containing polyhydroxyalkanoates. | 2008-05 |
|
| Total synthesis of (+/-)-dysibetaine. | 2008-04-03 |
|
| [Studies on chemical constituents of Ranunculus ternatus]. | 2008-04 |
|
| Correlative and dynamic imaging of the hatching biology of Schistosoma japonicum from eggs prepared by high pressure freezing. | 2008 |
|
| Maximising opportunities in supercritical chemistry: the continuous conversion of levulinic acid to gamma-valerolactone in CO(2). | 2007-11-28 |
|
| Freezing points and small-scale deicing tests for salts of levulinic acid made from grain sorghum. | 2007-11 |
|
| [Cloning and prokaryotic expression of Rhodoblastus acidophilus 5-aminolevlinate synthase gene]. | 2007-08 |
|
| Metal chlorides in ionic liquid solvents convert sugars to 5-hydroxymethylfurfural. | 2007-06-15 |
|
| Magnesium as an adjuvant to postoperative analgesia: a systematic review of randomized trials. | 2007-06 |
|
| [Lactic acidosis and accumulation of glutamate in the blood of neonates following treatment with calcium levulinate for hypocalcaemia]. | 2007-05-26 |
|
| [Purification and production of the extracellular 5-aminolevulinate from recombiniant Escherichia coli expressing yeast ALAS]. | 2007-05 |
|
| Potential and utilization of thermophiles and thermostable enzymes in biorefining. | 2007-03-15 |
|
| Identification of hexose hydrolysis products in metabolic flux analytes: a case study of levulinic acid in plant protein hydrolysate. | 2007-01-12 |
|
| Porphobilinogen synthase from the butterfly, Pieris brassicae: purification and comparative characterization. | 2007 |
|
| Enzymatic regioselective levulinylation of 2'-deoxyribonucleosides and 2'-o-methylribonucleosides. | 2005-07 |
|
| Polypyrrole/poly(methylmethacrylate) blend as selective sensor for acetone in lacquer. | 2003-05-28 |
|
| Heavy metal levels and delta-amino-levulinic acid dehydrase levels in peripheral polyneuropathy. | 1976-04 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:34:19 GMT 2025
by
admin
on
Mon Mar 31 17:34:19 GMT 2025
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| Record UNII |
RYX5QG61EI
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| Record Status |
Validated (UNII)
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JECFA EVALUATION |
LEVULINIC ACID
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CFR |
21 CFR 172.515
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SUB35116
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100000128277
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m6796
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LEVULINIC ACID
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |
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