Record Information
Version1.0
Creation date2010-04-08 22:09:37 UTC
Update date2018-05-28 23:30:15 UTC
Primary IDFDB011397
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHydroxypropyl methyl cellulose
DescriptionThickening and binding agent approved for food use in USA and EU. It is used in deep fried batters As a food additive, hypromellose is an emulsifier, thickening and suspending agent, and an alternative to animal gelatin. Its Codex Alimentarius code (E number) is E464.; Because hypromellose solution is a non-newtonian solution and exhibits pseudoplastic, more specifically, thixotropic behavior, various test methods are available, and the results of different methods and viscosmeters do not necessarily correspond to each otherand is also, due to viscometer acceptable ranges of error, viscosity is typically given as a mean, or as a range. Typical viscosity test will specify the following:; Degree of substitution is the average level of methoxy substitution on the cellulose chain. Since there are maximum three possible sites of substitution with each cellulose molecule, this average value is a real number between 0 and 3. However, degree of substitution is often expressed in percentages.; Hypromellose (INN), short for hydroxypropyl methylcellulose (HPMC), 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 is a slightly off-white to beige powder in appearance 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 oxidising 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 aids 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.
CAS Number9004-65-3
Structure
Thumb
Synonyms
SynonymSource
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
E463db_source
Predicted Properties
PropertyValueSource
Water Solubility51 g/LALOGPS
logP-1.6ALOGPS
logS-1.1ALOGPS
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Chemical FormulaC25H44O21
IUPAC name
InChI IdentifierInChI=1S/C25H44O21/c1-39-22-16(36)12(32)19(7(3-27)41-22)45-24-18(38)14(34)21(9(5-29)43-24)46-25-17(37)13(33)20(8(4-28)42-25)44-23-15(35)11(31)10(30)6(2-26)40-23/h6-38H,2-5H2,1H3
InChI KeyUFVKGYZPFZQRLF-UHFFFAOYSA-N
Isomeric SMILESCOC1OC(CO)C(OC2OC(CO)C(OC3OC(CO)C(OC4OC(CO)C(O)C(O)C4O)C(O)C3O)C(O)C2O)C(O)C1O
Average Molecular Weight680.6043
Monoisotopic Molecular Weight680.23750847
Classification
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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider ID19740311
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID13991976
Pubchem Substance IDNot Available
ChEBI ID30618
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33369
CRC / DFC (Dictionary of Food Compounds) IDBVM46-Z:GNY46-G
EAFUS ID1783
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDHydroxypropyl_methyl_cellulose
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference