Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:05:05 UTC
Update Date2022-03-07 02:53:41 UTC
HMDB IDHMDB0033369
Secondary Accession Numbers
  • HMDB33369
Metabolite Identification
Common NameHydroxypropyl methylcellulose
DescriptionHydroxypropyl methylcellulose (HPMC or hypromellose) is a derivative of cellulose in which some of the hydroxyl groups in the repeating glucose units have been methoxylated or hydroxypropylated. HPMC is a thickening and binding agent approved for food use in the USA and the EU. As a food additive, HPMC is an emulsifier, thickening and suspending agent, and an alternative to animal gelatin. HPMC is used in deep fried batter. Its Codex Alimentarius code (E number) is E464. Since HPMC solution is a non-Newtonian solution and exhibits pseudoplastic behaviour (specifically, thixotropic behaviour) various test methods are available, and the results of different methods and viscometers do not necessarily correspond to each other. Due to viscometer acceptable ranges of error, the viscosity is typically given as a mean or as a range. The degree of substitution is the average level of methoxy substitution on the cellulose chain. Since there is a maximum of three possible sites of substitution with each cellulose molecule, this average value is a real number between 0 and 3. However, the degree of substitution is often expressed in percentages. Hypromellose (INN) is a semisynthetic, inert, viscoelastic polymer used as an ophthalmic lubricant, as well as an excipient and controlled-delivery component in oral medicaments, found in a variety of commercial products. Hypromellose is a solid and slightly off-white to beige powder and may be formed into granules. The compound forms colloids when dissolved in water. Although non-toxic, it is combustible and can react vigorously with oxidizing agents. Hypromellose solutions were patented as a semisynthetic substitute for tear-film. Its molecular structure is predicated upon a base celluloid compound that is highly water-soluble. Post-application, celluloid attributes of good water-solubility reportedly aid in visual clarity. When applied, a hypromellose solution acts to swell and absorb water, thereby expanding the thickness of the tear-film. Hypromellose augmentation therefore results in extended lubricant time presence on the cornea, which theoretically results in decreased eye irritation, especially in dry climates, home, or work environments. On a molecular level, this polymer contains beta-linked D-glucose units that remain metabolically intact for days to weeks. On a manufacturing note, since hypromellose is a vegetarian substitute for gelatin, it is slightly more expensive to produce due to semisynthetic manufacturing processes. Aside from its widespread commercial and retail availability over the counter in a variety of products, hypromellose 2% solution has been documented to be used during surgery to aid in corneal protection and during orbital surgery (Wikipedia ).
Structure
Data?1563862395
Synonyms
ValueSource
e464HMDB
HPMCHMDB
Hydroxypropyl methyl celluloseHMDB
HypromelloseHMDB
2-Hydroxypropyl methyl celluloseHMDB
2-Hydroxypropyl methyl cellulose etherHMDB
Cellulose, 2-hydroxypropyl methyl etherHMDB
Cellulose hydroxypropyl methyl etherHMDB
Hydroxypropyl methyl cellulose etherHMDB
Chemical Formula(C9H16O6)nC20H38O14
Average Molecular WeightNot Available
Monoisotopic Molecular WeightNot Available
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number9004-65-3
SMILES
[H]OC[C@H]1O[C@@H](OC(C)O[H])[C@H](OC)[C@@H](OC(C)O[H])[C@@H]1O[C@@H]1O[C@H](COC)[C@@H](O[C@@H]2O[C@H](COC(C)O[H])[C@@H](O[H])[C@H](OC)[C@H]2O[H])[C@H](OC(C)O[H])[C@H]1O[H]
InChI Identifier
InChI=1S/C29H54O20/c1-11(31)41-10-16-18(35)23(39-6)19(36)27(46-16)49-22-17(9-38-5)47-28(20(37)24(22)42-12(2)32)48-21-15(8-30)45-29(44-14(4)34)26(40-7)25(21)43-13(3)33/h11-37H,8-10H2,1-7H3/t11?,12?,13?,14?,15-,16-,17-,18-,19-,20-,21-,22-,23+,24-,25+,26-,27+,28+,29-/m1/s1
InChI KeyVKXHPENDMSFNDF-LFNJRTATSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentOligosaccharides
Alternative Parents
Substituents
  • Oligosaccharide
  • O-glycosyl compound
  • Glycosyl compound
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility306 g/LALOGPS
logP-1.6ALOGPS
logS-1.2ALOGPS
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+239.91830932474
DeepCCS[M-H]-238.24230932474
DeepCCS[M-2H]-272.27430932474
DeepCCS[M+Na]+246.07530932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxypropyl methylcellulose 10V, Positive-QTOFsplash10-0np1-0907056000-a20456a8c09062f2e0e82018-11-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxypropyl methylcellulose 20V, Positive-QTOFsplash10-002b-0904030000-a2fc428522b329eef9db2018-11-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxypropyl methylcellulose 40V, Positive-QTOFsplash10-002b-0902010000-bd5b2cd78a9e5db6f93d2018-11-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxypropyl methylcellulose 10V, Negative-QTOFsplash10-00di-3000028900-9af0144973cd0b692e772021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxypropyl methylcellulose 20V, Negative-QTOFsplash10-0cdi-9000014000-c1e8854cd7c384cc09d52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxypropyl methylcellulose 40V, Negative-QTOFsplash10-01ox-9201212000-1dab383e8f37579f2a312021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxypropyl methylcellulose 10V, Positive-QTOFsplash10-00di-0020012900-f00e5198f18dd504fd672021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxypropyl methylcellulose 20V, Positive-QTOFsplash10-0kms-3491645500-cdd62ce79d0dd51638612021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hydroxypropyl methylcellulose 40V, Positive-QTOFsplash10-0002-9513001000-ed60b3eb37527c52ce7d2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
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 IDFDB011397
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHypromellose
METLIN IDNot Available
PubChem Compound134159056
PDB IDNot Available
ChEBI ID30618
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1251061
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .