Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 18:38:32 UTC |
---|
Update Date | 2022-03-07 02:53:53 UTC |
---|
HMDB ID | HMDB0033869 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol |
---|
Description | (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol, also known as b-O-methylynephrine, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Based on a literature review a significant number of articles have been published on (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol. |
---|
Structure | CC(C)C(\C)=C\CC(C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C InChI=1S/C29H48O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h8,10,18,20-21,23-27,30H,9,11-17H2,1-7H3/b19-8+ |
---|
Synonyms | Value | Source |
---|
(3b,4a,5a,23E)-4-Methylergosta-7,23-dien-3-ol | Generator | (3Β,4α,5α,23E)-4-methylergosta-7,23-dien-3-ol | Generator | b-O-Methylynephrine | HMDB | Β-O-methylynephrine | HMDB | b-O-Methylsynephrine | HMDB |
|
---|
Chemical Formula | C29H48O |
---|
Average Molecular Weight | 412.6908 |
---|
Monoisotopic Molecular Weight | 412.370516158 |
---|
IUPAC Name | 14-[(4E)-5,6-dimethylhept-4-en-2-yl]-2,6,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol |
---|
Traditional Name | 14-[(4E)-5,6-dimethylhept-4-en-2-yl]-2,6,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol |
---|
CAS Registry Number | 79683-95-7 |
---|
SMILES | CC(C)C(\C)=C\CC(C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C |
---|
InChI Identifier | InChI=1S/C29H48O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h8,10,18,20-21,23-27,30H,9,11-17H2,1-7H3/b19-8+ |
---|
InChI Key | CTWRZEHGRSDRPG-UFWORHAWSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Steroids and steroid derivatives |
---|
Sub Class | Ergostane steroids |
---|
Direct Parent | Ergosterols and derivatives |
---|
Alternative Parents | |
---|
Substituents | - Ergosterol-skeleton
- Hydroxysteroid
- 3-hydroxysteroid
- 3-hydroxy-delta-7-steroid
- Delta-7-steroid
- Cyclic alcohol
- Secondary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
|
---|
Molecular Framework | Aliphatic homopolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | |
---|
Role | |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Molecular 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 |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | | Show more...
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedMetabolite | SMILES | Kovats RI Value | Column Type | Reference |
---|
(3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol | CC(C)C(\C)=C\CC(C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C | 3125.1 | Standard polar | 33892256 | (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol | CC(C)C(\C)=C\CC(C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C | 3236.2 | Standard non polar | 33892256 | (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol | CC(C)C(\C)=C\CC(C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C | 3308.6 | Semi standard non polar | 33892256 |
DerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
(3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol,1TMS,isomer #1 | C/C(=C\CC(C)C1CCC2C3=CCC4C(C)C(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(C)C | 3373.7 | Semi standard non polar | 33892256 | (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol,1TBDMS,isomer #1 | C/C(=C\CC(C)C1CCC2C3=CCC4C(C)C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(C)C | 3609.0 | Semi standard non polar | 33892256 |
| Show more...
---|
Spectra |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol GC-MS (Non-derivatized) - 70eV, Positive | splash10-001j-0019000000-3b474c86ef3c1fd8c3d5 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol GC-MS (1 TMS) - 70eV, Positive | splash10-06di-2003900000-1b785ae2c8b63b7b9bbb | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 10V, Positive-QTOF | splash10-01ot-2009400000-c39096fcf5ce574be651 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 20V, Positive-QTOF | splash10-040s-6129100000-d62df578e8388cbb29a2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 40V, Positive-QTOF | splash10-00lr-7069000000-0ed3888691b3f259b645 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 10V, Negative-QTOF | splash10-03di-0002900000-45f4160e3b7bad7e5433 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 20V, Negative-QTOF | splash10-03di-0004900000-2d037c34b3518b7500b6 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 40V, Negative-QTOF | splash10-0002-2009000000-b229e18d582dde98a23a | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 10V, Positive-QTOF | splash10-0w2a-0039300000-e3bcaccb5a9688c927f0 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 20V, Positive-QTOF | splash10-0ce9-9144200000-2cc5942d3d58e4fbff0b | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 40V, Positive-QTOF | splash10-0a59-9320000000-73c6c6649483d3a7cba6 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 10V, Negative-QTOF | splash10-03di-0000900000-363450e12a0ea926276e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 20V, Negative-QTOF | splash10-03di-0000900000-0c814f093ee0056b36b9 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,4alpha,5alpha,23E)-4-Methylergosta-7,23-dien-3-ol 40V, Negative-QTOF | splash10-0bt9-0016900000-ba661a9fbbf3e4f5dcdd | 2021-09-24 | Wishart Lab | View Spectrum |
| Show more...
---|
Biological Properties |
---|
Cellular Locations | |
---|
Biospecimen Locations | Not Available |
---|
Tissue Locations | Not Available |
---|
Pathways | |
---|
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 |
---|
FooDB ID | FDB012056 |
---|
KNApSAcK ID | Not Available |
---|
Chemspider ID | Not Available |
---|
KEGG Compound ID | Not Available |
---|
BioCyc ID | Not Available |
---|
BiGG ID | Not Available |
---|
Wikipedia Link | Not Available |
---|
METLIN ID | Not Available |
---|
PubChem Compound | 131751497 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 191992 |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
MarkerDB ID | Not Available |
---|
Good Scents ID | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
- Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
- Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
- Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
- Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
|
---|