| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:14:04 UTC |
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| Update Date | 2020-05-11 20:54:17 UTC |
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| BMDB ID | BMDB0004969 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Glucosylceramide (d18:1/12:0) |
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| Description | Glucosylceramide (d18:1/12:0), also known as beta-glccer (C12) or C12 beta-glccer, belongs to the class of organic compounds known as glycosyl-n-acylsphingosines. Glycosyl-N-acylsphingosines are compounds containing a sphingosine linked to a simple glucosyl moiety. Glucosylceramide (d18:1/12:0) is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1-O-beta-D-Glucopyranosyl-N-(dodecanoyl)sphingosine | ChEBI | | beta-D-Glucosyl-N-dodecanoylsphing-4E-enine | ChEBI | | beta-GlcCer (C12) | ChEBI | | beta-GlcCer (C12:0) | ChEBI | | C12 beta-GlcCer | ChEBI | | C12-beta-Glucosyl ceramide | ChEBI | | 1-O-b-D-Glucopyranosyl-N-(dodecanoyl)sphingosine | Generator | | 1-O-Β-D-glucopyranosyl-N-(dodecanoyl)sphingosine | Generator | | b-D-Glucosyl-N-dodecanoylsphing-4E-enine | Generator | | Β-D-glucosyl-N-dodecanoylsphing-4E-enine | Generator | | b-GlcCer (C12) | Generator | | Β-glccer (C12) | Generator | | b-GlcCer (C12:0) | Generator | | Β-glccer (C12:0) | Generator | | C12 b-GlcCer | Generator | | C12 Β-glccer | Generator | | C12-b-Glucosyl ceramide | Generator | | C12-Β-glucosyl ceramide | Generator | | b-D-Glucosyl-N-(dodecanoyl)sphingosine | HMDB | | Β-D-glucosyl-N-(dodecanoyl)sphingosine | HMDB | | 1-O-b-D-Glucopyranosyl-ceramide | HMDB | | 1-O-beta-delta-Glucopyranosyl-ceramide | HMDB | | Ganglioside GL1a | HMDB | | Gaucher cerebroside | HMDB | | GLC-beta1->1'cer | HMDB | | GlcCeramide | HMDB | | Glucocerebroside | HMDB | | Glucosylceramide | HMDB |
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| Chemical Formula | C36H69NO8 |
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| Average Molecular Weight | 643.935 |
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| Monoisotopic Molecular Weight | 643.502318189 |
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| IUPAC Name | N-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]dodecanamide |
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| Traditional Name | N-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]dodecanamide |
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| CAS Registry Number | 85305-87-9 |
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| SMILES | CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCC |
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| InChI Identifier | InChI=1S/C36H69NO8/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-30(39)29(28-44-36-35(43)34(42)33(41)31(27-38)45-36)37-32(40)26-24-22-20-17-12-10-8-6-4-2/h23,25,29-31,33-36,38-39,41-43H,3-22,24,26-28H2,1-2H3,(H,37,40)/b25-23+/t29-,30+,31+,33+,34-,35+,36+/m0/s1 |
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| InChI Key | IYCYEZLMOLRFAN-IUGLYQEMSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as glycosyl-n-acylsphingosines. Glycosyl-N-acylsphingosines are compounds containing a sphingosine linked to a simple glucosyl moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Sphingolipids |
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| Sub Class | Glycosphingolipids |
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| Direct Parent | Glycosyl-N-acylsphingosines |
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| Alternative Parents | |
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| Substituents | - Glycosyl-n-acylsphingosine
- Fatty acyl glycoside
- Fatty acyl glycoside of mono- or disaccharide
- Alkyl glycoside
- Hexose monosaccharide
- Glycosyl compound
- O-glycosyl compound
- Fatty amide
- Fatty acyl
- Monosaccharide
- N-acyl-amine
- Oxane
- Carboxamide group
- Secondary carboxylic acid amide
- Secondary alcohol
- Acetal
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Alcohol
- Organic oxygen compound
- Organic nitrogen compound
- Primary alcohol
- Carbonyl group
- Organooxygen compound
- Organonitrogen compound
- Aliphatic heteromonocyclic compound
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| Molecular Framework | Aliphatic heteromonocyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Expected but not Quantified |
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| Origin | Not Available |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Cell membrane
- Endosome
- Membrane
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Insoluble | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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