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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:15 UTC
Update Date2019-07-23 06:10:51 UTC
HMDB IDHMDB0032337
Secondary Accession Numbers
  • HMDB32337
Metabolite Identification
Common NameHydroxypropyl cellulose
DescriptionHydroxypropyl cellulose (HPC) is a derivative of cellulose with both water solubility and organic solubility in which some of the hydroxyl groups in the repeating glucose units have been hydroxypropylated (Wikipedia ). Hydroxypropyl cellulose acts to stabilize and thicken the precorneal tear film and prolong the tear film breakup time which is usually accelerated in patients with dry eye states. Hydroxypropyl cellulose also acts to lubricate and protect the eye. Hydroxypropyl cellulose usually reduces the signs and symptoms resulting from moderate to severe dry eye syndromes such as conjunctival hyperemia, corneal and conjunctival staining with rose bengal, exudation, itching, burning, foreign body sensation, smarting, photophobia, dryness, and blurred or cloudy vision. Progressive visual deterioration which occurs in some patients may be retarded, halted, or sometimes reversed.
Structure
Data?1563862251
Synonyms
ValueSource
HPCHMDB
Hydroxypropyl cellulose etherHMDB
Cellulose, 2-hydroxypropyl etherHMDB
Cellulose hydroxypropyl etherHMDB
2-Hydroxypropyl celluloseHMDB
Oxypropylated celluloseHMDB
HyproloseHMDB
Hydroxypropyl celluloseHMDB
Chemical Formula(C8H14O6)nC20H38O15
Average Molecular WeightNot Available
Monoisotopic Molecular WeightNot Available
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number9004-64-2
SMILES
[H]OC[C@H]1O[C@@H](OC(C)O[H])[C@H](O[H])[C@@H](OC(C)O[H])[C@@H]1O[C@@H]1O[C@H](CO[H])[C@@H](O[C@@H]2O[C@H](COC(C)O[H])[C@@H](O[H])[C@H](OC(C)O[H])[C@H]2O[H])[C@H](OC(C)O[H])[C@H]1O[H]
InChI Identifier
InChI=1S/C28H52O21/c1-9(31)40-8-16-17(36)23(41-10(2)32)18(37)27(47-16)48-22-15(7-30)46-28(20(39)25(22)43-12(4)34)49-21-14(6-29)45-26(44-13(5)35)19(38)24(21)42-11(3)33/h9-39H,6-8H2,1-5H3/t9?,10?,11?,12?,13?,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+,24-,25-,26-,27+,28+/m1/s1
InChI KeyBNKFSWVSTAGGGC-BHSUFVBCSA-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
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.085 g/LALOGPS
logP-2.3ALOGPS
logS-0.83ALOGPS
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-08fr-8080709500-aeb56a4bffcfa64a403dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0929-4090501000-bff5d717c97fcc339101Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0900-5090500000-4036e92d2fa527f51753Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-08fr-9120207500-ad87ee723dc44412bb59Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-9163304300-7b12801ae983b79c4624Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-044i-5190201000-5d0fd1a89b9c7e7d92b7Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB009612
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHydroxypropyl cellulose
METLIN IDNot Available
PubChem Compound134159055
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Luchs JI, Nelinson DS, Macy JI: Efficacy of hydroxypropyl cellulose ophthalmic inserts (LACRISERT) in subsets of patients with dry eye syndrome: findings from a patient registry. Cornea. 2010 Dec;29(12):1417-27. doi: 10.1097/ICO.0b013e3181e3f05b. [PubMed:20847657 ]
  2. McDonald M, D'Aversa G, Perry HD, Wittpenn JR, Nelinson DS: Correlating patient-reported response to hydroxypropyl cellulose ophthalmic insert (LACRISERT(R)) therapy with clinical outcomes: tools for predicting response. Curr Eye Res. 2010 Oct;35(10):880-7. doi: 10.3109/02713683.2010.495811. [PubMed:20858108 ]
  3. Wander AH: Long-term use of hydroxypropyl cellulose ophthalmic insert to relieve symptoms of dry eye in a contact lens wearer: case-based experience. Eye Contact Lens. 2011 Jan;37(1):39-44. doi: 10.1097/ICL.0b013e3181f84f92. [PubMed:21178699 ]
  4. (). EAFUS: Everything Added to Food in the United States.. .