Hydroxyethyl cellulose

Identification

Summary

Hydroxyethyl cellulose is an ingredient used in formulations to alleviate irritation of the skin.

Generic Name
Hydroxyethyl cellulose
DrugBank Accession Number
DB11602
Background

Hydroxyethyl cellulose is a polysaccharide derivative with gel thickening, emulsifying, bubble-forming, water-retaining and stabilizing properties. It is used as a key ingredient in many household cleaning products, lubricants and cosmetics due to its non-ionic and water-soluble nature. It is often used as an ingredient in ophthalmic pharmaceutical preparations such as artificial tear solutions and adjunct agent in topical drug formulations to facilitate the delivery of drugs with hydrophobic character.

Type
Small Molecule
Groups
Approved
Structure
Weight
Average: 806.937
Monoisotopic: 806.451130034
Chemical Formula
C36H70O19
Synonyms
  • 2-Hydroxyethyl cellulose ether
  • Cellulose hydroxyethyl ether
  • Cellulose hydroxyethylate
  • hydroxyethylcellulose

Pharmacology

Indication

For alleviating surface irritation in topical ocular administrations, such as artificial tear solutions. Hydroxyethyl cellulose is also found in topical formulations to aid in more efficient drug diffusion across the membranes.

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Pharmacodynamics

Hydroxyethyl cellulose acts as a demulcent by relieving inflammation or irritation and dryness of eyes. It acts as one of the key ingredient and viscosity-enhancing agent to prolong corneal contact time and increase intraocular drug levels 4.

Mechanism of action

Interacts with the solid surface through hydrogen bonding to thicken and prolong the formation time of a water-retaining film. Hydroxyethyl cellulose acts as a drug carrier or microsphere to entrap other drug molecules and form a viscous gel-like dispersion, enabling drug diffusion across biological membranes 3.

Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

May cause chemical pneumonitis in case of inhalation and skin irritation. Animal data suggests potential alteration in female fertility.

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
No interactions found.

Products

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Product Ingredients
IngredientUNIICASInChI Key
Hydroxyethyl cellulose (100 MPa.s at 2%)R33S7TK2EPNot AvailableNot applicable
Hydroxyethyl cellulose (140 MPa.s at 5%)8136Y38GY5Not AvailableNot applicable
Hydroxyethyl cellulose (1500 MPa.s at 1%)L605B5892VNot AvailableNot applicable
Hydroxyethyl cellulose (1800 MPa.s at 2%)6OX6A5C7B6Not AvailableNot applicable
Hydroxyethyl cellulose (2000 MPa.s at 1%)S38J6RZN16Not AvailableNot applicable
Hydroxyethyl cellulose (280 MPa.s at 2%)12VCE9HR9ENot AvailableNot applicable
Hydroxyethyl cellulose (280 MPa.s at 5%)B24JYI97VRNot AvailableNot applicable
Hydroxyethyl cellulose (3000 MPa.s at 1%)7Q6P4JN1QTNot AvailableNot applicable
Hydroxyethyl cellulose (40 MPa.s at 2%)I2N4ZF9233Not AvailableNot applicable
Hydroxyethyl cellulose (4000 MPa.s at 1%)ZYD53NBL45Not AvailableNot applicable
Hydroxyethyl cellulose (5000 MPa.s at 1%)X70SE62ZARNot AvailableNot applicable
Hydroxyethyl cellulose (5500 MPa.s at 2%)M825OX60H9Not AvailableNot applicable
Hydroxyethyl cellulose (6500 MPa.s at 2%)2Q40985DRMNot AvailableNot applicable
International/Other Brands
Cellosize (The DOW Chemical Company)
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
AOPAR Water Based Personal LubricantLotion0.381 g/30mLRectal; VaginalShenzhen ZhiHuiChuangXiang Technology Co., Ltd2021-04-13Not applicableUS flag
Optase AllegroSolution / drops0.35 mg/1mLOphthalmicScope Health Inc2023-03-23Not applicableUS flag
Rohto HydraLiquid6 mg/1mLOphthalmicRohto-Mentholatum (Vietnam) Co. Ltd.2012-03-152014-01-31US flag
Rohto HydraLiquid6 mg/1mLOphthalmicRohto Pharmaceutical Co. Ltd.2011-01-032018-10-31US flag
Rohto HydraLiquid6 mg/1mLOphthalmicThe Mentholatum Company2011-01-032018-10-31US flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
AnubisMedHydroxyethyl cellulose (0.34875 g/50mL) + Ammonia (2.75 g/50mL) + Ascorbyl glucoside (0.25 g/50mL) + Ethanol (6.3 mL/50mL) + Ethylhexylglycerin (0.025 g/50mL) + Glycolic acid (17 g/50mL) + Hexylresorcinol (1 g/50mL) + Isopropyl alcohol (0.75 g/50mL) + Kojic acid (2.5 g/50mL) + Lactic acid (5 g/50mL) + Phenoxyethanol (0.225 g/50mL) + Propylene glycol (0.5 g/50mL) + Salicylic acid (1 g/50mL) + Water (7.333 mL/50mL)LiquidTopicalANUBIS COSMETICS SL2022-11-042027-07-01US flag
ExEm FoamHydroxyethyl cellulose (5500 MPa.s at 2%) (80.97 mg/5mL) + Glycerin (434.8 mg/5mL) + Water (5 mL/5mL)KitIntrauterineGISKIT PHARMA B.V.2020-10-16Not applicableUS flag
Goojin Bio SerumHydroxyethyl cellulose (100 MPa.s at 2%) (0.5 mg/1mL) + Allantoin (0.5 mg/1mL) + Glycerin (35 mg/1mL)LiquidTopicalPharmacal International Co.,Ltd.2018-06-07Not applicableUS flag
Gujin Bio SerumHydroxyethyl cellulose (100 MPa.s at 2%) (0.5 mg/1mL) + Allantoin (0.5 mg/1mL) + Glycerin (35 mg/1mL)LiquidTopicalPharmacal International Co.,Ltd.2018-06-07Not applicableUS flag
Inner Cell Serum- SerumHydroxyethyl cellulose (100 MPa.s at 2%) (0.5 mg/1mL) + Allantoin (0.5 mg/1mL) + Glycerin (35 mg/1mL)EmulsionTopicalPharmacal International Co.,Ltd.2018-08-07Not applicableUS flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
AOPAR Water Based Personal LubricantHydroxyethyl cellulose (140 MPa.s at 5%) (0.381 g/30mL)LotionRectal; VaginalShenzhen ZhiHuiChuangXiang Technology Co., Ltd2021-04-13Not applicableUS flag
Jenacell Supercell SerumHydroxyethyl cellulose (100 MPa.s at 2%) (0.018 g/2mL) + Allantoin (0.006 g/2mL) + Glycerin (0.14 g/2mL)LiquidTopicalFunctionfive Inc.2017-03-012019-11-01US flag
UTIMI Water Based Personal LubricantHydroxyethyl cellulose (140 MPa.s at 5%) (0.381 g/30mL)LotionRectal; VaginalShenzhen ZhiHuiChuangXiang Technology Co., Ltd2019-03-27Not applicableUS flag
WeDol Water-based personal lubricantHydroxyethyl cellulose (140 MPa.s at 5%) (3.84 g/240mL)OilTopicalShenzhenshi Huaxiang Technology Co.,Ltd.2019-09-15Not applicableUS flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
O-glycosyl compounds
Alternative Parents
Disaccharides / Oxanes / Secondary alcohols / Oxacyclic compounds / Dialkyl ethers / Acetals / Hydrocarbon derivatives
Substituents
Acetal / Alcohol / Aliphatic heteromonocyclic compound / Dialkyl ether / Disaccharide / Ether / Hydrocarbon derivative / O-glycosyl compound / Organoheterocyclic compound / Oxacycle
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
T4V6TWG28D
CAS number
9004-62-0
InChI Key
DFJVHKAPIXJTSC-UHFFFAOYSA-N
InChI
InChI=1S/C36H70O19/c1-19(37)9-45-17-27-29(47-11-21(3)39)31(48-12-22(4)40)34(51-15-25(7)43)36(54-27)55-30-28(18-46-10-20(2)38)53-35(52-16-26(8)44)33(50-14-24(6)42)32(30)49-13-23(5)41/h19-44H,9-18H2,1-8H3
IUPAC Name
1-{[3,4,5-tris(2-hydroxypropoxy)-6-{[4,5,6-tris(2-hydroxypropoxy)-2-[(2-hydroxypropoxy)methyl]oxan-3-yl]oxy}oxan-2-yl]methoxy}propan-2-ol
SMILES
CC(O)COCC1OC(OC2C(COCC(C)O)OC(OCC(C)O)C(OCC(C)O)C2OCC(C)O)C(OCC(C)O)C(OCC(C)O)C1OCC(C)O

References

General References
  1. Mianehrow H, Moghadam MH, Sharif F, Mazinani S: Graphene-oxide stabilization in electrolyte solutions using hydroxyethyl cellulose for drug delivery application. Int J Pharm. 2015 Apr 30;484(1-2):276-82. doi: 10.1016/j.ijpharm.2015.02.069. Epub 2015 Feb 28. [Article]
  2. Wang J, Somasundaran P: Mechanisms of ethyl(hydroxyethyl) cellulose-solid interaction: influence of hydrophobic modification. J Colloid Interface Sci. 2006 Jan 15;293(2):322-32. Epub 2005 Aug 2. [Article]
  3. Giandalia G, De Caro V, Cordone L, Giannola LI: Trehalose-hydroxyethylcellulose microspheres containing vancomycin for topical drug delivery. Eur J Pharm Biopharm. 2001 Jul;52(1):83-9. [Article]
  4. Durand-Cavagna G, Delort P, Duprat P, Bailly Y, Plazonnet B, Gordon LR: Corneal toxicity studies in rabbits and dogs with hydroxyethyl cellulose and benzalkonium chloride. Fundam Appl Toxicol. 1989 Oct;13(3):500-8. [Article]
  5. Baranowski P, Karolewicz B, Gajda M, Pluta J: Ophthalmic drug dosage forms: characterisation and research methods. ScientificWorldJournal. 2014 Mar 18;2014:861904. doi: 10.1155/2014/861904. eCollection 2014. [Article]
  6. Mortazavi SA, Jaffariazar Z, Damercheli E: Formulation and In-Vitro Evaluation of Ocular Ciprofloxacin-Containing Minitablets Prepared with Different Combinations of Carbopol 974P and Various Cellulose Derivatives. Iran J Pharm Res. 2010 Spring;9(2):107-14. [Article]
  7. Cellosize product information [Link]
KEGG Drug
D04474
PubChem Compound
4327536
PubChem Substance
347828003
ChemSpider
3532118
RxNav
27244
ChEBI
85249
ChEMBL
CHEMBL2109076
Wikipedia
Hydroxyethyl_cellulose
MSDS
Download (297 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedBasic ScienceDry Eyes1
1CompletedPreventionHuman Immunodeficiency Virus (HIV) Infections1
Not AvailableUnknown StatusTreatmentAngle-Closure Glaucoma / Glaucoma, Closed-Angle / Narrow-angle glaucoma1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Solution / dropsOphthalmic
KitIntrauterine
LiquidTopical
EmulsionTopical
Solution / dropsOphthalmic
Solution / dropsOphthalmic0.35 mg/1mL
SolutionOphthalmic
LiquidOphthalmic6 mg/1mL
LotionRectal; Vaginal0.381 g/30mL
OilTopical3.84 g/240mL
Prices
Not Available
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)Region
US9034300No2015-05-192030-10-15US flag
US9259494No2016-02-162035-05-04US flag
US9849199No2017-12-262036-02-11US flag

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)Decomposes at 205ºC as CellosizeCellosize product information
water solubilitySolubleMSDS
Predicted Properties
PropertyValueSource
Water Solubility2.85 mg/mLALOGPS
logP-1.1ALOGPS
logP-1.7Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)13.95Chemaxon
pKa (Strongest Basic)-2.9Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count19Chemaxon
Hydrogen Donor Count8Chemaxon
Polar Surface Area263.37 Å2Chemaxon
Rotatable Bond Count28Chemaxon
Refractivity192.04 m3·mol-1Chemaxon
Polarizability87.56 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0abi-0000000940-d25663f184bafdd2845d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-2000000930-daae6d6829ecf5413196
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-06rj-0003001910-d607ddfc79ca507d2862
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-056r-3000001910-e495d51238f2b057b997
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a6r-3656333930-746428084cf0594bb1e1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9203022410-218c5ece3a95281b67f3
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-263.16147
predicted
DeepCCS 1.0 (2019)
[M+H]+265.17496
predicted
DeepCCS 1.0 (2019)
[M+Na]+270.91537
predicted
DeepCCS 1.0 (2019)

Drug created at June 01, 2016 19:25 / Updated at September 28, 2021 21:54