Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:11:22 UTC |
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Update date | 2019-11-26 03:10:25 UTC |
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Primary ID | FDB014601 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | p-Menth-1-en-4-ol |
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Description | p-Menth-1-en-4-ol, also known as terpinen-4-ol or 1-para-menthen-4-ol, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a significant number of articles have been published on p-Menth-1-en-4-ol. |
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CAS Number | 562-74-3 |
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Structure | |
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Synonyms | Synonym | Source |
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(+-)-p-Menth-1-en-4-ol | ChEBI | 1-Isopropyl-4-methylcyclohex-3-en-1-ol | ChEBI | 1-Menthene-4-ol | ChEBI | 1-Methyl-4-isopropyl-1-cyclohexen-4-ol | ChEBI | 1-p-Menthen-4-ol | ChEBI | 1-Para-menthen-4-ol | ChEBI | 1-Terpinen-4-ol | ChEBI | 4-Carvomenthenol | ChEBI | 4-Methyl-1-(1-methylethyl)-3-cyclohexen-1-ol | ChEBI | 4-Methyl-1-isopropyl-3-cyclohexen-1-ol | ChEBI | alpha-Terpinen-4-ol | ChEBI | Terpene-4-ol | ChEBI | Terpin-4-en-1-ol | ChEBI | Terpinen-4-ol | ChEBI | Terpinene-4-ol | ChEBI | Terpinenol-4 | ChEBI | Terpineol-4 | ChEBI | a-Terpinen-4-ol | Generator | Α-terpinen-4-ol | Generator | 1-Isopropyl-4-methyl-3-cyclohexen-1-ol | HMDB | 4-Terpineol | HMDB | alpha -Terpinen-4-ol | HMDB | FEMA 2248 | HMDB | Origanol | HMDB | p-Menth-1-en-4-ol | ChEBI | (R)-1-Isopropyl-4-methyl-3-cyclohexen-1-ol | MeSH | α-Terpinen-4-ol | biospider | 3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)- | biospider | 4-methyl-1-isopropyl-3-cyclohexen-1-ol | biospider |
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Predicted Properties | |
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Chemical Formula | C10H18O |
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IUPAC name | 4-methyl-1-(propan-2-yl)cyclohex-3-en-1-ol |
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InChI Identifier | InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3 |
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InChI Key | WRYLYDPHFGVWKC-UHFFFAOYSA-N |
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Isomeric SMILES | CC(C)C1(O)CCC(C)=CC1 |
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Average Molecular Weight | 154.253 |
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Monoisotopic Molecular Weight | 154.1357652 |
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Classification |
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Description | Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Monoterpenoids |
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Direct Parent | Menthane monoterpenoids |
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Alternative Parents | |
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Substituents | - P-menthane monoterpenoid
- Monocyclic monoterpenoid
- Tertiary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Process | Naturally occurring process: |
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Role | Industrial application: Biological role: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 77.87%; H 11.76%; O 10.37% | DFC |
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Melting Point | Not Available | |
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Boiling Point | Boiling Pt : 209 oC | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | 3.26 | GRIFFIN,S ET AL. (1999) |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-00dl-9200000000-42c59760ac8ce71b2738 | 2015-03-01 | View Spectrum | GC-MS | 1,4-Terpinenol, non-derivatized, GC-MS Spectrum | splash10-006x-9100000000-575f0430fad8f36207fc | Spectrum | GC-MS | 1,4-Terpinenol, non-derivatized, GC-MS Spectrum | splash10-022l-9500000000-3f2e9ea1f5b3757fe0ee | Spectrum | GC-MS | 1,4-Terpinenol, non-derivatized, GC-MS Spectrum | splash10-006x-9100000000-575f0430fad8f36207fc | Spectrum | GC-MS | 1,4-Terpinenol, non-derivatized, GC-MS Spectrum | splash10-022l-9500000000-3f2e9ea1f5b3757fe0ee | Spectrum | Predicted GC-MS | 1,4-Terpinenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-014l-9200000000-dad36a705047932a9123 | Spectrum | Predicted GC-MS | 1,4-Terpinenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-01xc-9310000000-a2afa37a32f9557366b3 | Spectrum | Predicted GC-MS | 1,4-Terpinenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 1,4-Terpinenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-9300000000-2b45d3d3c266789085c9 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-2900000000-675dc6e443ac10550c9f | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-001i-9000000000-53271a36732e55f24c0d | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-052r-0900000000-6ab97f1e60330835e91d | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-052r-6900000000-04567bac2f7cdff17fbb | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-100r-9200000000-348297fc0a82a249f6ce | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0900000000-cf6571639c99834988f8 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0900000000-08b8295cc319afc2225c | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0gw0-8900000000-e34fafe0d516af6cb77f | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000j-8900000000-442df4d2c1c1a44d9f26 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0015-9300000000-08286b81fc833490c00b | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-d2fb56949f102920a8d5 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0900000000-d2363ae8d4dbdcccda80 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0900000000-317e3f90e7716a16fe35 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9800000000-e9742125cfbf7b82348a | 2021-09-23 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum |
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External Links |
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ChemSpider ID | 10756 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C17073 |
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Pubchem Compound ID | 11230 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB35833 |
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CRC / DFC (Dictionary of Food Compounds) ID | JSW58-R:JSW58-R |
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EAFUS ID | 548 |
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Dr. Duke ID | TERPINENOL-(4)|TERPIN-1-EN-4-OL|TERPINEN-1-EN-4-OL|TERPINEN-4-OL|4-TERPINEOL|TERPIN-4-EN-1-OL|1-TERPINEN-4-OL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00029544 |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 562-74-3 |
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GoodScent ID | rw1021751 |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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allelopathic | | | DUKE | anti acetylcholinesterase | 38462 | An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. | DUKE | anti acne | 50177 | A drug used to treat or prevent skin disorders or for the routine care of skin. | DUKE | anti allergic | 50857 | A drug used to treat allergic reactions. | DUKE | anti asthmatic | 49167 | A drug used to treat asthma. | DUKE | anti bacterial | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | antioxidant | 22586 | A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. | DUKE | anti radicular | | | DUKE | anti septic | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | DUKE | anti spasmodic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti tussive | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti ulcer | 49201 | One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract. | DUKE | bacteriostatic | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | diuretic | 35498 | An agent that promotes the excretion of urine through its effects on kidney function. | DUKE | flavor | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | herbicide | 24527 | A substance used to destroy plant pests. | DUKE | insectifuge | 24852 | Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. | DUKE | irritant | | | DUKE | nematicide | 25491 | A substance used to destroy pests of the phylum Nematoda (roundworms). | DUKE | perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | 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 | renoirritant | | | DUKE | spermicide | | | DUKE | vulnerary | 73336 | A drug used in treating and healing of wounds. | DUKE | anti neoplastic | 35610 | A substance that inhibits or prevents the proliferation of neoplasms. | CHEBI |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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turpentine |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
| nutmeg |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
| must |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
| pepper |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| woody |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| earth |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| musty |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| sweet |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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