| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2008-08-13 07:36:27 -0600 |
| Update Date |
2013-02-08 17:15:26 -0700 |
| HMDB ID |
HMDB06848 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
5-Dehydroepisterol |
| Description |
5-Dehydroepisterol is an intermediate in the biosynthesis of steroids (KEGG ID C15780), and is converted from Episterol via the enzyme lathosterol oxidase [EC:1.14.21.6]. It is then converted to 24-Methylenecholesterol via the enzyme 7-dehydrocholesterol reductase [EC:1.3.1.21]. |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- Campesta-7,24(28)-dien-3beta-ol
- Ergosta-5,7,24(28)-trien-3beta-ol
|
| Chemical Formula |
C28H44O |
| Average Molecular Weight |
396.6484 |
| Monoisotopic Molecular Weight |
396.33921603 |
| IUPAC Name |
(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol |
| Traditional IUPAC Name |
5-dehydroepisterol |
| CAS Registry Number |
23582-83-4 |
| SMILES |
[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C |
| InChI Identifier |
InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9-10,18,20,22,24-26,29H,3,7-8,11-17H2,1-2,4-6H3/t20-,22+,24-,25+,26+,27+,28-/m1/s1 |
| InChI Key |
ZEPNVCGPJXYABB-LOIOQLKMSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Lipids |
| Class |
Steroids and Steroid Derivatives |
| Sub Class |
Ergosterols and Derivatives |
| Other Descriptors |
- 3beta-sterol(ChEBI)
- Aliphatic Homopolycyclic Compounds
- Ergosterols and C24-methyl derivatives(KEGG)
- Ergosterols and C24-methyl derivatives(Lipidmaps)
- Triterpenes
|
| Substituents |
- 3 Hydroxy Steroid
- Bicyclohexane
- Cyclic Alcohol
- Cyclohexane
- Isoprene
- Secondary Alcohol
|
| Direct Parent |
Ergosterols and Derivatives |
| Ontology |
|---|
| Status |
Expected and Not Quantified |
| Origin |
|
| Biofunction |
- Cell signaling
- Fuel and energy storage
- Fuel or energy source
- Membrane integrity/stability
|
| Application |
- Nutrients
- Stabilizers
- Surfactants and Emulsifiers
|
| Cellular locations |
|
| Physical Properties |
|---|
| State |
Solid |
| Experimental Properties |
| Property |
Value |
Reference |
| Melting Point |
Not Available |
Not Available |
| Boiling Point |
Not Available |
Not Available |
| Water Solubility |
Not Available |
Not Available |
| LogP |
Not Available |
Not Available |
|
| Predicted Properties |
|
| Spectra |
|---|
|
Not Available
|
| Biological Properties |
|---|
| Cellular Locations |
|
| Biofluid Locations |
Not Available
|
| Tissue Location |
Not Available
|
| Pathways |
Not Available
|
| Normal Concentrations |
|---|
|
Not Available |
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB024117 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
9069833  |
| KEGG Compound ID |
C15780 |
| BioCyc ID |
CPD-700 |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB06848 |
| Metagene Link |
HMDB06848 |
| METLIN ID |
Not Available |
| PubChem Compound |
10894570 |
| PDB ID |
Not Available |
| ChEBI ID |
52972 |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available
|
