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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:36:59 UTC
Update Date2019-07-23 06:14:29 UTC
HMDB IDHMDB0033843
Secondary Accession Numbers
  • HMDB33843
Metabolite Identification
Common NamePolyvidone
DescriptionPolyvidone is used as a diluent in colour additive mixtures for marking food; in coatings on fresh citrus fruits; as a clarifying agent for beer, wine and vinegar; as a tableting adjuvant. A cross-linked form of PVP is also used as a disintegrant (see also excipients) in pharmaceutical tablets. It is also known as cross-linked polyvinyl pyrrolidone, Polyvinyl Polypyrrolidone (PVPP), crospovidone, crospolividone. Basically, PVPP is a highly cross-linked version of PVP, which makes it insoluble in water but it still absorbs water and swells very rapidly and generate a swelling force. That is why it can be used a disintegrant in tablets. It is also used to bind impurities to remove them from solutions.It is also used as a fining to extract impurities (via agglomeration followed by filtration). Using the same principle it is used to remove polyphenols in beer production and thus clear beers with stable foam are produced. PVPP can be used as well as a drug taken as a tablet or suspension and it absorbs compounds (so called Endotoxins) causing diarrhoea. (Cf. bone char, charcoal.); As a food additive, PVP is a stabilizer and has E number E1201. PVPP is E1202. It is also used in the wine industry as a fining agent for white wine. Other references state that as polyvinyl pyrrolidone and its derivatives are fully from mineral synthetic origin. Therefore, its use in the production should not be a problem for vegans. PVP is soluble in water and other polar solvents. In water it has the useful property of Newtonian viscosity. When dry it is a light flaky powder, which readily absorbs up to 40% of its weight in atmospheric water. In solution, it has excellent wetting properties and readily forms films. This makes it good as a coating or an additive to coatings. PVP was first synthesized by Prof. Walter Reppe and a patent was filed in 1939 for one of the most interesting derivatives of acetylene chemistry. PVP was initially used as a blood plasma substitute and later in a wide variety of applications in medicine, pharmacy, cosmetics and industrial production. Polyvinylpolypyrrolidone (PVPP, crospovidone) is a highly cross-linked modification of PVP. Polyvinylpyrrolidone (PVP) is a water-soluble polymer made from the monomer N-vinylpyrrolidone:.
Structure
Data?1563862469
Synonyms
ValueSource
'Kollidon 25'HMDB
'plasdone'HMDB
1-Ethenyl-2-pyrrolidinoneHMDB
1-Ethenyl-2-pyrrolidinone (9ci)HMDB
1-Ethenyl-2-pyrrolidinone homopolymerHMDB
1-Ethenyl-2-pyrrolidinone homopolymer, 9ciHMDB
1-Ethenyl-2-pyrrolidinone polymersHMDB
1-Ethenyl-2-pyrrolidinone, homopolymerHMDB
1-Vinyl-2-pyrrolidinoneHMDB
1-Vinyl-2-pyrrolidinone cross-linked insoluble polymerHMDB
1-Vinyl-2-pyrrolidinone homopolymerHMDB
1-Vinyl-2-pyrrolidinone polymerHMDB
1-Vinyl-2-pyrrolidinone, monomerHMDB
1-Vinyl-2-pyrrolidinone, polymerHMDB
1-Vinyl-2-pyrrolidoneHMDB
1-Vinyl-2-pyrrolidone polymerHMDB
1-Vinylpyrrolidin-2-oneHMDB
1-VinylpyrrolidinoneHMDB
1-VinylpyrrolidoneHMDB
2-Pyrrolidinone, 1-ethenyl, homopolymerHMDB
2-Pyrrolidinone, 1-ethenyl-, homopolymerHMDB
2-Pyrrolidinone, 1-vinyl-, polymersHMDB
Agent at 717HMDB
Agent at-717HMDB
AgrimerHMDB
Albigen aHMDB
Aldacol QHMDB
Antaron p 804HMDB
BolinanHMDB
CrospovidoneHMDB
DisadineHMDB
Ganex p 804HMDB
Ganex p-804HMDB
HemodesisHMDB
HemodezHMDB
K 115 (Polyamide)HMDB
K 25 (Polymer)HMDB
K 25HMDB
K 30 (Polymer)HMDB
K 30HMDB
K 60 (Polymer)HMDB
K 60HMDB
K115 (Polyamide)HMDB
K25 (Polymer)HMDB
K30 (Polymer)HMDB
K60 (Polymer)HMDB
Kollidin CLMHMDB
KollidonHMDB
Kollidon 17HMDB
Kollidon 25HMDB
Kollidon 30HMDB
Kollidon CLHMDB
LuviskolHMDB
Luviskol K 30HMDB
Luviskol K 90HMDB
Luviskol K-30HMDB
Luviskol K30HMDB
Luviskol K90HMDB
N-Vinyl pyrrolidoneHMDB
N-Vinyl-2-pyrrolidinoneHMDB
N-Vinyl-2-pyrrolidoneHMDB
N-Vinyl-2-pyrrolidone polymerHMDB
N-Vinylbutyrolactam polymerHMDB
N-VinylpyrrolidinoneHMDB
N-Vinylpyrrolidinone polymerHMDB
N-VinylpyrrolidoneHMDB
N-Vinylpyrrolidone polymerHMDB
N-Vinylpyrrolidone-2HMDB
NeocompensanHMDB
Peragal STHMDB
Peregal STHMDB
PeristonHMDB
Periston-NHMDB
PevistonHMDB
PlasdoneHMDB
Plasdone 4HMDB
Plasdone K 29-32HMDB
Plasdone K-26/28HMDB
Plasdone no. 4HMDB
Plasdone XLHMDB
PlasmosanHMDB
PolividoneHMDB
Poly(1-(2-oxo-1-pyrrolidinyl)-1,2-ethanediyl)HMDB
Poly(1-(2-oxo-1-pyrrolidinyl)ethylene)HMDB
Poly(1-ethenyl-2-pyrrolidinone)HMDB
Poly(1-vinyl-2-pyrrolidinone)HMDB
Poly(1-vinyl-2-pyrrolidinone) homopolymerHMDB
Poly(1-vinyl-2-pyrrolidinone) hueper's polymer no.1HMDB
Poly(1-vinyl-2-pyrrolidinone) hueper's polymer no.2HMDB
Poly(1-vinyl-2-pyrrolidinone) hueper's polymer no.3HMDB
Poly(1-vinyl-2-pyrrolidinone) hueper's polymer no.4HMDB
Poly(1-vinyl-2-pyrrolidinone) hueper's polymer no.5HMDB
Poly(1-vinyl-2-pyrrolidinone) hueper's polymer no.6HMDB
Poly(1-vinyl-2-pyrrolidinone) hueper's polymer no.7HMDB
Poly(1-vinyl-2-pyrrolidone)HMDB
Poly(1-vinylpyrrolidinone)HMDB
Poly(N-vinyl-2-pyrrolidinone)HMDB
Poly(N-vinyl-2-pyrrolidone)HMDB
Poly(N-vinylbutyrolactam)HMDB
Poly(N-vinylpyrrolidinone)HMDB
Poly(N-vinylpyrrolidone)HMDB
Poly(vinylpolypyrrolidone)HMDB
Poly(vinylpyrrolidinone)HMDB
Poly(vinylpyrrolidone)HMDB
Poly-N-vinyl pyrrolidoneHMDB
Poly-N-vinylpyrrolidoneHMDB
Polyclar a. tHMDB
Polyclar a. t.HMDB
Polyclar atHMDB
Polyclar HHMDB
Polyclar LHMDB
Polyclar-atHMDB
PolygylHMDB
PolyplasdoneHMDB
Polyplasdone XLHMDB
PolyvidonumHMDB
Polyvinyl pyrrolidoneHMDB
PolyvinylpolypyrrolidoneHMDB
PolyvinylpyrrolidoneHMDB
Polyvinylpyrrolidone polymersHMDB
Polyvinylpyrrolidone, cross-linkedHMDB
PovidoneHMDB
Povidone(usan)HMDB
Povidone, ban, usanHMDB
ProtagentHMDB
PVP 1HMDB
PVP 2HMDB
PVP 3HMDB
PVP 4HMDB
PVP 5HMDB
PVP 6HMDB
PVP 7HMDB
PVP K 3HMDB
PVP-K 15HMDB
PVP-K 3HMDB
PVP-K 30HMDB
PVP-K 60HMDB
PVP-K 90HMDB
PVP10_SIALHMDB
PVP40_SIALHMDB
PVPPHMDB
RefreshHMDB
SauflonHMDB
SootheHMDB
SubtosanHMDB
Tears plusHMDB
Tolpovidone I 131HMDB
Tolpovidone I-131HMDB
ToxobinHMDB
V-PyrolHMDB
VinisilHMDB
Vinyl-2-pyrrolidoneHMDB
VinylbutyrolactamHMDB
VinylpyrrolidinoneHMDB
Vinylpyrrolidinone polymerHMDB
VinylpyrrolidoneHMDB
Vinylpyrrolidone polymerHMDB
BetadineMeSH
BetadinesMeSH
Polyvinylpyrrolidone iodineMeSH
Polyvinylpyrrolidone iodinesMeSH
AlphadineMeSH
AlphadinesMeSH
BetaisodonasMeSH
Huntington laboratories brand OF povidone iodineMeSH
Huntington laboratories brand OF povidone-iodineMeSH
PVP IodineMeSH
PVP-IodineMeSH
PVP-IodinesMeSH
PharmadineMeSH
PharmadinesMeSH
Povidone-iodineMeSH
Povidone-iodinesMeSH
BetaisodonaMeSH
DisadinesMeSH
IsodinesMeSH
ProvidineMeSH
IsodineMeSH
PVP-IMeSH
Povidone iodineMeSH
ProvidinesMeSH
Chemical FormulaC6H13NOP2
Average Molecular Weight177.121
Monoisotopic Molecular Weight177.047237067
IUPAC Name1-(1,2-diphosphanylethyl)pyrrolidin-2-one
Traditional Name1-(1,2-diphosphanylethyl)pyrrolidin-2-one
CAS Registry Number9003-39-8
SMILES
PCC(P)N1CCCC1=O
InChI Identifier
InChI=1S/C6H13NOP2/c8-5-2-1-3-7(5)6(10)4-9/h6H,1-4,9-10H2
InChI KeyLQIAZOCLNBBZQK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-alkylpyrrolidines. N-alkylpyrrolidines are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolidines
Sub ClassN-alkylpyrrolidines
Direct ParentN-alkylpyrrolidines
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point110 - 180 °C (glass temperature)Not Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility179 g/LALOGPS
logP-0.77ALOGPS
logP-1.4ChemAxon
logS0ALOGPS
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area20.31 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.21 m³·mol⁻¹ChemAxon
Polarizability16.67 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9500000000-a03b576f5815192ee7e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-012deab505c817500d72Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000x-4900000000-27d3c90c48287687f736Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9200000000-4e005207ebec5aa70058Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-20451f4214337e090de5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004l-1900000000-23e2829b8da7d7deee29Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053u-9000000000-6511800c7b4ed3f9571eSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012017
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPolyvinylpyrrolidone
METLIN IDNot Available
PubChem Compound131751496
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Du B, Shen G, Wang D, Pang L, Chen Z, Liu Z: Development and characterization of glimepiride nanocrystal formulation and evaluation of its pharmacokinetic in rats. Drug Deliv. 2013;20(1):25-33. doi: 10.3109/10717544.2012.742939. [PubMed:23311650 ]
  2. Pandit V, Pai RS, Devi K, Suresh S: In vitro-in vivo evaluation of fast-dissolving tablets containing solid dispersion of pioglitazone hydrochloride. J Adv Pharm Technol Res. 2012 Jul;3(3):160-70. doi: 10.4103/2231-4040.101008. [PubMed:23057002 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .