Metabolite Card
Formula: C34H69NO3 (539.5277)
SMILES: CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC
Synonyms [en]
N-(hexadecanoyl)-sphinganine; Cer(d18:0/16:0); N-(hexadecanoyl)-dihydroceramide; C16DH Cer; N-(palmitoyl)-dihydroceramide; N-palmitoylsphinganine
Last reviewed on 2024-06-28.
Cite this Page
Cer(d18:0/16:0). 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000024817). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Ceramides, also known as N-acylsphingosines, consist of a sphingoid base linked to a fatty acid chain via the amine group. Ceramides are one of the hydrolysis byproducts of sphingomyelin via the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase, E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis and many other tissues (PMID: 25935). They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID: 14998372). Ceramides are key to the biosynthesis of glycosphingolipids and gangliosides. Cer(d18:0/16:0), in particular, consists of a saturated 18-carbon dihydroxylated sphingoid base linked to one chain of palmitic acid.
DBLinks
- CAS Registry Number: 5966-29-0
- PubChem CID: 5283572
- ChEBI: 67042
- HMDB: HMDB0011760
- LipidMaps: LMSP02020001
- KEGG:
- BioCyc: CPD66-40
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: 5966-29-0
- PubChem: 5283572
- ChEBI: ChEBI:67042
- HMDB: HMDB0011760
- LipidMaps: LMSP02020001
- BioCyc: CPD66-40
- RefMet: RM0135506
- Metlin: METLIN_41565
- Coconut NaturalProduct: CNP0170922.1
Class / Ontology
- WishartLab ClassyFire: [Ceramides] Ceramides
- RefMet: [DHCer] DHCer
- LipidMaps: [N-acylsphinganines (dihydroceramides) [SP0202]] N-acylsphinganines (dihydroceramides) [SP0202]
- ChEBI: [CHEBI:67042] N-hexadecanoylsphinganine
- Coconut NaturalProduct: [Ceramides] Ceramides
| ID | EC Number | Name |
|---|---|---|
| Rhea:RHEA:36540 | sphinganine + hexadecanoyl-CoA => N-hexadecanoylsphinganine + CoA + H+ | |
| Rhea:RHEA:36541 | N-hexadecanoylsphinganine + CoA + H+ => sphinganine + hexadecanoyl-CoA | |
| Rhea:RHEA:36542 | sphinganine + hexadecanoyl-CoA <=> N-hexadecanoylsphinganine + CoA + H+ | |
| Rhea:RHEA:41797 | N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine => N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol | |
| Rhea:RHEA:41798 | N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol => N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine | |
| Rhea:RHEA:41799 | N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine <=> N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol | |
| Rhea:RHEA:42129 | N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine => N-hexadecanoyl-sphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol | |
| Rhea:RHEA:42130 | N-hexadecanoyl-sphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol => N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine | |
| Rhea:RHEA:42131 | N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine <=> N-hexadecanoyl-sphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol | |
| Rhea:RHEA:43441 | sphinganine + hexadecanoate => N-hexadecanoylsphinganine + H2O | |
| Rhea:RHEA:43442 | N-hexadecanoylsphinganine + H2O => sphinganine + hexadecanoate | |
| Rhea:RHEA:43443 | sphinganine + hexadecanoate <=> N-hexadecanoylsphinganine + H2O | |
| Rhea:RHEA:69708 | β-D-galactosyl-(1↔1ʼ)-N-hexadecanoylsphinganine + H2O => N-hexadecanoylsphinganine + β-D-galactose | |
| Rhea:RHEA:69709 | N-hexadecanoylsphinganine + β-D-galactose => β-D-galactosyl-(1↔1ʼ)-N-hexadecanoylsphinganine + H2O | |
| Rhea:RHEA:69710 | β-D-galactosyl-(1↔1ʼ)-N-hexadecanoylsphinganine + H2O <=> N-hexadecanoylsphinganine + β-D-galactose | |
| Rhea:RHEA:69712 | β-D-glucosyl-(1↔1ʼ)-N-hexadecanoylsphinganine + H2O => N-hexadecanoylsphinganine + β-D-glucose | |
| Rhea:RHEA:69713 | N-hexadecanoylsphinganine + β-D-glucose => β-D-glucosyl-(1↔1ʼ)-N-hexadecanoylsphinganine + H2O | |
| Rhea:RHEA:69714 | β-D-glucosyl-(1↔1ʼ)-N-hexadecanoylsphinganine + H2O <=> N-hexadecanoylsphinganine + β-D-glucose | |
| BioCyc:RXN-20367 | 2.3.1.291 | PALMITYL-COA + CPD-13612 --> CPD66-40 + CO-A + PROTON |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| PlantCyc:SUGARBEET_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:DATEPALM_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:CCAMPESTRIS_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:SPENNELLII_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:SUGARBEET_PWY-6483 | ceramide degradation (generic) |
| PlantCyc:CANNUUM_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:NTABACUM_TN90_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:REDCLOVER_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:VCARTERI_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:RUBBERTREE_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:SOLERACEA_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:BREADWHEAT_PWY-5129 | sphingolipid biosynthesis (plants) |
| PlantCyc:PAXILLARIS_PWY-5129 | sphingolipid biosynthesis (plants) |
| Reactome:R-BTA-1430728 | Metabolism |
| Reactome:R-BTA-556833 | Metabolism of lipids |
| Reactome:R-BTA-428157 | Sphingolipid metabolism |
| Reactome:R-CEL-428157 | Sphingolipid metabolism |
| Reactome:R-CFA-1430728 | Metabolism |
| Reactome:R-CFA-556833 | Metabolism of lipids |
| Reactome:R-CFA-428157 | Sphingolipid metabolism |