Ceramide 5
PubChem CID
72715765
Structure
Molecular Formula
Synonyms
- Ceramide 5
- TIC-006
- 7848GX36YB
- Tetracosanamide, 2-hydroxy-N-(2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl)-
- 288072-63-9
Molecular Weight
666.1 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2014-02-03
- Modify:2025-02-01
Description
N-2-hydroxylignoceroylsphingosine is a 2-(2-hydroxyacyl)sphingosine in which the ceramide N-acyl group is specified as 2-hydroxylignoceroyl. It is functionally related to a cerebronic acid.
Chemical Structure Depiction
Conformer generation is disallowed since too flexible
N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]-2-hydroxytetracosanamide
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C42H83NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-41(46)42(47)43-39(38-44)40(45)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h34,36,39-41,44-46H,3-33,35,37-38H2,1-2H3,(H,43,47)/b36-34+/t39-,40+,41?/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
WAYLDHLWVYQNSQ-KEFDUYNTSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CCCCCCCCCCCCCCCCCCCCCCC(C(=O)N[C@@H](CO)[C@@H](/C=C/CCCCCCCCCCCCC)O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C42H83NO4
Computed by PubChem 2.2 (PubChem release 2021.10.14)
288072-63-9
- Ceramide 5
- TIC-006
- 7848GX36YB
- Tetracosanamide, 2-hydroxy-N-(2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl)-
- 288072-63-9
- Ceramide 5 [INCI]
- UNII-7848GX36YB
- ceramide-5
- N-2-cerabronoylsphingosine
- 2-OH-C24 :0 Ceramide
- CHEBI:76756
- N-2-hydroxylignoceroylsphingosine
- N-2-hydroxytetracosanoyl ceramide
- N-2-hydroxytetracosanoylsphingosine
- Cer(d18:1/24:0(2OH))
- N-(2-hydroxytetracosanoyl)-4-sphingenine
- Q27146323
- N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]-2-hydroxytetracosanamide
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
666.1 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
16.5
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
38
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
665.63221013 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
665.63221013 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
89.8 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
47
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
655
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
2
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Cosmetic ingredients (Ceramide 5) -> CIR (Cosmetic Ingredient Review)
Skin conditioning; Hair conditioning
S13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI:10.5281/zenodo.2624118
Lipids -> Sphingolipids [SP] -> Ceramides [SP02] -> N-acylsphingosines (ceramides) [SP0201]
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
Cosmetic Ingredient Review Link
CIR ingredient: Ceramide 5
Cosmetics -> Skin conditioning; Hair conditioning
S13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI:10.5281/zenodo.2624118
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=WAYLDHLWVYQNSQ-KEFDUYNTSA-N
- ChEBIN-2-hydroxylignoceroylsphingosinehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:76756
- ChemIDplusChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- Cosmetic Ingredient Review (CIR)
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/NORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- Japan Chemical Substance Dictionary (Nikkaji)
- LIPID MAPSLipid Classificationhttps://www.lipidmaps.org/
- Springer Nature
- Wikidataceramide 5https://www.wikidata.org/wiki/Q27146323
- PubChem
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 395471210https://pubchem.ncbi.nlm.nih.gov/substance/395471210
CONTENTS