Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:11:18 UTC |
---|
Update date | 2019-11-26 03:10:11 UTC |
---|
Primary ID | FDB014503 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | Ascaridole |
---|
Description | Said to be the major constituent of oil of Peumus boldus (boldo)
Ascaridole is a natural organic compound classified as a bicyclic monoterpene that has an unusual bridging peroxide functional group. It is the primary constituent of the oil of Mexican Tea (Dysphania ambrosioides, formerly Chenopodium ambrosioides).; It is a colorless liquid that is soluble in most organic solvents. Like other low molecular weight organic peroxides, it is unstable and prone to explosion when heated or treated with organic acids. Ascaridole is found in cardamom, fruits, and lambsquarters. |
---|
CAS Number | 512-85-6 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
1,4-Epidioxy-p-menth-2-ene | ChEBI | 1,4-Peroxido-p-menthene-2 | ChEBI | 1,4-Peroxy-p-menth-2-ene | ChEBI | 1-Isopropyl-4-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene | ChEBI | 1-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene | ChEBI | 1, 4-Epidioxy-P-menth-2-ene | HMDB | 1, 4-Peroxy-P-menth-2-ene | HMDB | 1,4-Epidioxy-2-P-menthene | HMDB | 1-Isopropyl-4-methyl-2,3-dioxabicyclo(2.2.2)oct-5-ene | HMDB | 1-Isopropyl-4-methyl-7-oxabicyclo[2.2.1]hept-2-ene | HMDB | 1-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo(2.2.2)oct-5-ene | HMDB | 1-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene, 9ci | HMDB | 4-Methyl-1-(propan-2-yl)-2,3-dioxabicyclo[2.2.2]oct-5-ene | HMDB | Ascapurin | HMDB | Ascaricum | HMDB | Ascaridiol | HMDB | Ascaridol | HMDB | Ascaridole (organic peroxide) | HMDB | Ascaridole epoxide | HMDB | Ascarisin | HMDB | Askaridol | HMDB | cis-Ascaridole | HMDB | Kebal II | HMDB | Uncinacina | HMDB | 1-methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene | biospider | 1-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene, 9CI | db_source | 1, 4-Epidioxy-p-menth-2-ene | biospider | 1, 4-Peroxy-p-menth-2-ene | biospider | 1,4-Epidioxy-2-p-menthene | biospider | 2,3-Dioxabicyclo(2.2.2)oct-5-ene, 1-isopropyl-4-methyl- | biospider | 2,3-Dioxabicyclo[2.2.2]oct-5-ene, 1-isopropyl-4-methyl- | biospider | 4-methyl-1-(propan-2-yl)-2,3-dioxabicyclo[2.2.2]oct-5-ene | biospider | Ascaridole (organic peroxide) [forbidden] | biospider | Cis-ascaridole | biospider | p-Menth-2-ene, 1,4-epidioxy- | biospider |
|
---|
Predicted Properties | |
---|
Chemical Formula | C10H16O2 |
---|
IUPAC name | 1-methyl-4-(propan-2-yl)-2,3-dioxabicyclo[2.2.2]oct-5-ene |
---|
InChI Identifier | InChI=1S/C10H16O2/c1-8(2)10-6-4-9(3,5-7-10)11-12-10/h4,6,8H,5,7H2,1-3H3 |
---|
InChI Key | MGYMHQJELJYRQS-UHFFFAOYSA-N |
---|
Isomeric SMILES | CC(C)C12CCC(C)(OO1)C=C2 |
---|
Average Molecular Weight | 168.2328 |
---|
Monoisotopic Molecular Weight | 168.115029756 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as 1,2-dioxanes. These are organic compounds containing 1,2-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 2. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organoheterocyclic compounds |
---|
Class | Dioxanes |
---|
Sub Class | 1,2-dioxanes |
---|
Direct Parent | 1,2-dioxanes |
---|
Alternative Parents | |
---|
Substituents | - Ortho-dioxane
- Dialkyl peroxide
- Oxacycle
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Aliphatic heteropolycyclic compound
|
---|
Molecular Framework | Aliphatic heteropolycyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Disposition | Route of exposure: Source: Biological location: |
---|
Process | Naturally occurring process: |
---|
Role | Industrial application: Biological role: |
---|
Physico-Chemical Properties - Experimental |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Liquid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 71.39%; H 9.59%; O 19.02% | DFC |
---|
Melting Point | Mp 3.3° | DFC |
---|
Boiling Point | Bp0.2 39-40° | DFC |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | d204 1.01 | DFC |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
Predicted GC-MS | Ascaridole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-004i-2900000000-4e6342ba9b29d1dd42ad | Spectrum | Predicted GC-MS | Ascaridole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Ascaridole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0900000000-83d7b2bd24b624b5ea98 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014i-0900000000-1d0d1c7edaaa69d194a1 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-0900000000-2c78632dd190511927b9 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0900000000-177dc272267c0f543701 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014i-0900000000-3317598e1aa469191e58 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0adi-0900000000-fb70c59640ba1c0d01a6 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0900000000-cb7592114e600c180aec | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014i-0900000000-cb7592114e600c180aec | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-014i-0900000000-3a7e13f32c837bc356ac | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0900000000-f9b2951dd69b378c6031 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-016r-0900000000-460c95031436dfd1e1b7 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-004i-0900000000-6a28e536e83eb1686dba | 2021-09-25 | View Spectrum |
|
---|
NMR | Not Available |
---|
External Links |
---|
ChemSpider ID | 10105 |
---|
ChEMBL ID | CHEMBL467614 |
---|
KEGG Compound ID | C09836 |
---|
Pubchem Compound ID | 10545 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 2866 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB35766 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | JRL78-N:JRL78-N |
---|
EAFUS ID | Not Available |
---|
Dr. Duke ID | ASCARIDOLE |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | C00003027 |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | Not Available |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Ascaridole |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
---|
analgesic | 35480 | An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. | DUKE | ancylostomicide | | | DUKE | anti helmintic | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | DUKE | anti flatulent | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti malarial | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | DUKE | carcinogenic | 50903 | A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. | DUKE | carminative | | | DUKE | fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | nematicide | 25491 | A substance used to destroy pests of the phylum Nematoda (roundworms). | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE | plasmodicide | | | DUKE | sedative | 35717 | A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. | DUKE | transdermal | | | DUKE | trypanocide | | | DUKE | vermifuge | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE |
|
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Not Available |
---|
Files |
---|
MSDS | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
|
---|