| Record Information |
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| Version | 1.0 |
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| Created at | 2020-04-17 19:33:05 UTC |
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| Updated at | 2020-11-18 16:39:44 UTC |
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| CannabisDB ID | CDB005337 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | 24-Methylenecholesterol |
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| Description | 24-Methylenecholesterol, also known as ergosta-5,24(28)-dien-3-ol or chalinasterol, 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. 24-Methylenecholesterol is an extremely weak basic (essentially neutral) compound (based on its pKa). 24-Methylenecholesterol is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (3b)-Ergosta-5,24(28)-dien-3-ol | HMDB | | 24-Methylencholesterol | HMDB | | 24-Methylene-cholesterol | HMDB | | Chalinasterol | HMDB | | Ergosta-5, 24(28)-dien-3b-ol | HMDB | | Ergosta-5,24(28)-dien-3-ol | HMDB | | Ergosta-5,24(28)-dien-3b-ol | HMDB | | Ostreasterol | HMDB | | Ergosta-5,24(28)-dien-3 beta-ol | HMDB | | 24-Methylenecholesterol | MeSH |
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| Chemical Formula | C28H46O |
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| Average Molecular Weight | 398.66 |
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| Monoisotopic Molecular Weight | 398.3549 |
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| IUPAC Name | (1S,2R,5S,11S,14R,15R)-2,15-dimethyl-14-[(2S)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol |
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| Traditional Name | (1S,2R,5S,11S,14R,15R)-2,15-dimethyl-14-[(2S)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol |
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| CAS Registry Number | 474-63-5 |
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| SMILES | [H][C@@]1(CC[C@@]2([H])C3CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@@H](C)CCC(=C)C(C)C |
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| 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/h9,18,20,22-26,29H,3,7-8,10-17H2,1-2,4-6H3/t20-,22-,23?,24+,25-,26-,27-,28+/m0/s1 |
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| InChI Key | INDVLXYUCBVVKW-CPEKGPMFSA-N |
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| Chemical Taxonomy |
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| 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. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Steroids and steroid derivatives |
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| Sub Class | Ergostane steroids |
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| Direct Parent | Ergosterols and derivatives |
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| Alternative Parents | |
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| Substituents | - Ergosterol-skeleton
- 3-beta-hydroxysteroid
- 3-beta-hydroxy-delta-5-steroid
- Hydroxysteroid
- 3-hydroxysteroid
- 3-hydroxy-delta-5-steroid
- Delta-5-steroid
- Cyclic alcohol
- Secondary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | Not Available |
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| Ontology |
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Not Available | | Physical Properties |
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| State | Not Available |
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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 | Not Available | Not Available | | logP | Not Available | Not Available |
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| Predicted Properties | [] |
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| EI-MS/GC-MS | | Type | Description | Splash Key | View |
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| Predicted GC-MS | 24-Methylenecholesterol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-001i-0009000000-122076a9f5b6e7a6a619 | Spectrum | | Predicted GC-MS | 24-Methylenecholesterol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0a4i-3004900000-7729a474a17439d26eb1 | Spectrum |
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