| Record Information |
|---|
| Version | 1.0 |
|---|
| Created at | 2020-04-17 19:33:17 UTC |
|---|
| Updated at | 2020-11-18 16:39:45 UTC |
|---|
| CannabisDB ID | CDB005339 |
|---|
| Secondary Accession Numbers | Not Available |
|---|
| Cannabis Compound Identification |
|---|
| Common Name | Brassicasterol |
|---|
| Description | Brassicasterol 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. Thus, brassicasterol is considered to be a sterol lipid molecule. Brassicasterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Brassicasterol is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
|---|
| Structure | |
|---|
| Synonyms | | Value | Source |
|---|
| 24(R)-Methylcholesta-5,22E-dien-3beta-ol | HMDB | | 24-Methylcholesta-5,22-dien-3beta-ol | HMDB | | 5,22-Ergostadien-3beta-ol | HMDB | | 5,22-Ergostadienol | HMDB | | Brassicasterin | HMDB | | Ergosta-5,22(e)-dien-3beta-ol | HMDB | | Ergosta-5,22-dien-3beta-ol | HMDB | | delta25-Crinosterol | HMDB | | Crinosterol | MeSH |
|
|---|
| Chemical Formula | C28H46O |
|---|
| Average Molecular Weight | 398.66 |
|---|
| Monoisotopic Molecular Weight | 398.3549 |
|---|
| IUPAC Name | (1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol |
|---|
| Traditional Name | (1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol |
|---|
| CAS Registry Number | 17472-78-5 |
|---|
| SMILES | [H][C@@]12CC[C@H]([C@H](C)\C=C\[C@@H](C)C(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C |
|---|
| InChI Identifier | InChI=1S/C28H46O/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/h7-9,18-20,22-26,29H,10-17H2,1-6H3/b8-7+/t19-,20-,22+,23+,24-,25+,26+,27+,28-/m1/s1 |
|---|
| InChI Key | OILXMJHPFNGGTO-SDMVIZLASA-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 | Not Available |
|---|
| Substituents | Not Available |
|---|
| Molecular Framework | Aliphatic homopolycyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Ontology |
|---|
|
Not Available | | Physical Properties |
|---|
| State | Not Available |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | 150 to 151 °C | Wikipedia | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | logP | Not Available | Not Available |
|
|---|
| Predicted Properties | [] |
|---|
| EI-MS/GC-MS | | Type | Description | Splash Key | View |
|---|
| Predicted GC-MS | Brassicasterol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-001i-1009000000-a39e99d16c22f0898d14 | Spectrum | | Predicted GC-MS | Brassicasterol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0a4l-2003900000-0949a2272e5ac8f73087 | Spectrum |
|
|---|
