NAV

Ceramide NP

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Ceramide NP
DrugBank Accession Number
DB14111
Background

Ceramide NP is a lipid molecule included in a group of lipid molecules called ceramides. Ceramides are major lipid components in the stratum corneum of the human skin. Ceramide 3 consists of a phytosphingosine backbone N-acylated with a saturated fatty acid (stearic acid) 2. It is widely used as a moisturizer in various cosmetic and personal products. Together with ceramide 1, they synergistically improve the skin barrier function in humans 1,2.

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 581.967
Monoisotopic: 581.53830977
Chemical Formula
C36H71NO4
Synonyms
  • Cer(t18:0/18:1n-9)
  • Ceramide 3
  • Ceramide III
  • Ceramide IIIb
  • Cytomide IIIa
  • Cytomide IIIb
  • N-(9Z-octadecenoyl)-4-hydroxysphinganine
  • N-(9Z-octadecenoyl)phytosphingosine
  • N-octadecanoylphytosphingosine
  • N-oleoylphytosphingosine
  • N-oloeoyl-4-hydroxysphinganine
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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

Not Available

Pathways
Not Available
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Not Available

Interactions

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Not Available
Food Interactions
Not Available

Products

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Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Cellapy A RepairLotion0.05 1/200mLTopicalGm Holdings Co., Ltd2014-10-22Not applicableUS flag
Cellapy A Repair CreamCream0.1 1/100mLTopicalGm Holdings Co., Ltd2014-10-15Not applicableUS flag
JNH Ato-Care Super Barried ATO-SerumLiquid1.5 mg/50mLTopicalDaeduck Lab Co., Ltd.2012-08-24Not applicableUS flag
Sonatural Deep Moisture Cerafocus Enhance CeramideCream1.5 g/50mLTopicalSonatural Global Co.,ltd2017-03-022018-12-01US flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Ato Standard IntensivecreamCeramide NP (0.0006 g/100g) + Centella asiatica (0.003 g/100g) + Macadamia oil (2 g/100g) + Panthenol (0.75 g/100g)CreamTopicalTIMEBIO Co., Ltd2020-12-03Not applicableUS flag
Ato Standard Premium MildcreamCeramide NP (0.0018 g/100g) + Centella asiatica (0.005 g/100g) + Shea butter (3 g/100g)CreamTopicalTIMEBIO Co., Ltd2021-02-01Not applicableUS flag
Energy Boosting TonerCeramide NP (0.01 g/100mL) + Adenosine (0.04 g/100mL) + Tremella fuciformis whole (0.1 g/100mL)LiquidTopicalAri&j Inc2017-07-05Not applicableUS flag
Moisture BoundCeramide NP (0.01 g/100mL) + Adenosine (0.04 g/100mL) + Nicotinamide (2 g/100mL) + Tremella fuciformis whole (0.1 g/100mL)CreamTopicalAri&j Inc2017-07-05Not applicableUS flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Ato Standard IntensivecreamCeramide NP (0.0006 g/100g) + Centella asiatica (0.003 g/100g) + Macadamia oil (2 g/100g) + Panthenol (0.75 g/100g)CreamTopicalTIMEBIO Co., Ltd2020-12-03Not applicableUS flag
Ato Standard Premium MildcreamCeramide NP (0.0018 g/100g) + Centella asiatica (0.005 g/100g) + Shea butter (3 g/100g)CreamTopicalTIMEBIO Co., Ltd2021-02-01Not applicableUS flag
Cellapy A RepairCeramide NP (0.05 1/200mL)LotionTopicalGm Holdings Co., Ltd2014-10-22Not applicableUS flag
Cellapy A Repair CreamCeramide NP (0.1 1/100mL)CreamTopicalGm Holdings Co., Ltd2014-10-15Not applicableUS flag
Energy Boosting TonerCeramide NP (0.01 g/100mL) + Adenosine (0.04 g/100mL) + Tremella fuciformis whole (0.1 g/100mL)LiquidTopicalAri&j Inc2017-07-05Not applicableUS flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Sphingolipids
Sub Class
Ceramides
Direct Parent
Phytoceramides
Alternative Parents
N-acyl amines / Secondary carboxylic acid amides / Secondary alcohols / Polyols / Primary alcohols / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alcohol / Aliphatic acyclic compound / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Fatty acyl / Fatty amide / Hydrocarbon derivative / N-acyl-4-hydroxysphinganine / N-acyl-amine
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
phytoceramide (CHEBI:85204)
Affected organisms
Not Available

Chemical Identifiers

UNII
4370DF050B
CAS number
100403-19-8
InChI Key
ATGQXSBKTQANOH-UWVGARPKSA-N
InChI
InChI=1S/C36H71NO4/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-35(40)37-33(32-38)36(41)34(39)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h17-18,33-34,36,38-39,41H,3-16,19-32H2,1-2H3,(H,37,40)/b18-17-/t33-,34+,36-/m0/s1
IUPAC Name
(9Z)-N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]octadec-9-enamide
SMILES
CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCC\C=C/CCCCCCCC

References

General References
  1. Huang HC, Chang TM: Ceramide 1 and ceramide 3 act synergistically on skin hydration and the transepidermal water loss of sodium lauryl sulfate-irritated skin. Int J Dermatol. 2008 Aug;47(8):812-9. doi: 10.1111/j.1365-4632.2008.03687.x. [Article]
  2. Choi SM, Lee BM: Safety and risk assessment of ceramide 3 in cosmetic products. Food Chem Toxicol. 2015 Oct;84:8-17. doi: 10.1016/j.fct.2015.07.012. Epub 2015 Jul 21. [Article]
  3. Kucharekova M, Schalkwijk J, Van De Kerkhof PC, Van De Valk PG: Effect of a lipid-rich emollient containing ceramide 3 in experimentally induced skin barrier dysfunction. Contact Dermatitis. 2002 Jun;46(6):331-8. [Article]
ChemSpider
29320046
ChEBI
85204
ZINC
ZINC000200105160

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
LotionTopical0.05 1/200mL
CreamTopical0.1 1/100mL
LiquidTopical
LiquidTopical1.5 mg/50mL
CreamTopical
CreamTopical1.5 g/50mL
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility9.71e-05 mg/mLALOGPS
logP9.05ALOGPS
logP10.52Chemaxon
logS-6.8ALOGPS
pKa (Strongest Acidic)13.27Chemaxon
pKa (Strongest Basic)-1Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area89.79 Å2Chemaxon
Rotatable Bond Count32Chemaxon
Refractivity176.49 m3·mol-1Chemaxon
Polarizability77.39 Å3Chemaxon
Number of Rings0Chemaxon
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/MSsplash10-01c3-9124040000-5feb4e0998ebd02a4b23
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0050090000-85464f0825f55f916597
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0600-3179030000-c201bd3a06585bab9d01
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-07bf-9112110000-2e1ebb019af30ed4f7f9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0aor-2097000000-d21c82ccd7400ad831dd
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0apl-9321000000-d16fc1e7a22cd1b2eae3
Chromatographic Properties
Collision Cross Sections (CCS)
Not Available

Drug created at June 21, 2018 17:23 / Updated at June 12, 2020 16:53