Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:13:02 UTC |
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Update date | 2020-09-17 15:30:00 UTC |
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Primary ID | FDB017358 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 1-Isopropyl-4-methylbenzene |
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Description | p-Cymene, also known as p-cymol or isopropyltoluene, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.Its structure consists of a benzene ring para-substituted with a methyl group and an isopropyl group. Thus, p-cymene is considered to be an isoprenoid lipid molecule. p-Cymene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.It has a role as a plant metabolite, a volatile oil component. p-Cymene |
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CAS Number | 99-87-6 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Isopropyl-4-methylbenzene | ChEBI | 1-Methyl-4-(1-methylethyl)benzene | ChEBI | 1-Methyl-4-(propan-2-yl)benzene | ChEBI | 1-Methyl-4-isopropylbenzene | ChEBI | 4-Cymene | ChEBI | 4-Isopropyl-1-methylbenzene | ChEBI | 4-Isopropyltoluene | ChEBI | 4-Methyl-1-isopropylbenzene | ChEBI | Cymene | ChEBI | Isopropyltoluene | ChEBI | p-Cimene | ChEBI | p-Cymol | ChEBI | p-Isopropyltoluene | ChEBI | p-Methylcumene | ChEBI | p-Methylisopropylbenzene | ChEBI | Para-cymene | ChEBI | 1-Isopropyl-4-methyl-benzene | HMDB | 1-Methyl-4-(1-methylethyl)-benzene | HMDB | 2-p-Tolylpropane | HMDB | 4-Isopropylbenzyl radical | HMDB | 4-Methyl-1-(propan-2-yl)benzene | HMDB | Camphogen | HMDB | Cymol | HMDB | Dolcymene | HMDB | P- Isopropylmethylbenzene | HMDB | P-Mentha-1,3,5-triene | HMDB | P-Methyl cumene | HMDB | P-Methyl-cumene | HMDB | Paracymene | HMDB | Paracymol | HMDB | 4-Methylisopropylbenzene | PhytoBank | 1-(1-methylethyl)-4-methylbenzene | biospider | 1-isopropyl-4-methyl-Benzene | biospider | 1-Methyl-4-(1-methylethyl)benzene, 9CI | db_source | 4-Cymol | biospider | 4-Isopropyltoluol | biospider | 4-methyl isopropylbenzene | biospider | 4-methyl-1-(propan-2-yl)benzene | biospider | Benzene, 1-isopropyl-4-methyl- | biospider | Benzene, 1-methyl-4-(1-methylethyl)- | biospider | benzene, 1-methyl-4-methylethyl- | biospider | Camphene (obsol.) | db_source | Camphogene (obsol.) | db_source | Cumene, p-methyl- | biospider | Cymene, p- | biospider | FEMA 2356 | db_source | Methyl-4-(1-methylethyl)benzene | biospider | P- isopropylmethylbenzene | biospider | P-cimene | biospider | p-Cymene | db_source | P-isopropylmethylbenzene | biospider | p-Mentha-1,3,5-triene | db_source | P-methyl cumene | biospider | P-methyl-cumene | biospider | P-methylcumene | biospider | P-methylisopropylbenzene | biospider |
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Predicted Properties | |
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Chemical Formula | C10H14 |
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IUPAC name | 1-methyl-4-(propan-2-yl)benzene |
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InChI Identifier | InChI=1S/C10H14/c1-8(2)10-6-4-9(3)5-7-10/h4-8H,1-3H3 |
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InChI Key | HFPZCAJZSCWRBC-UHFFFAOYSA-N |
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Isomeric SMILES | CC(C)C1=CC=C(C)C=C1 |
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Average Molecular Weight | 134.222 |
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Monoisotopic Molecular Weight | 134.109550451 |
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Classification |
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Description | Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. |
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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 | Aromatic monoterpenoids |
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Alternative Parents | |
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Substituents | - Monocyclic monoterpenoid
- Aromatic monoterpenoid
- P-cymene
- Phenylpropane
- Cumene
- Toluene
- Benzenoid
- Monocyclic benzene moiety
- Aromatic hydrocarbon
- Unsaturated hydrocarbon
- Hydrocarbon
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic 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 | Gas | |
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Physical Description | Not Available | |
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Mass Composition | C 89.49%; H 10.51% | DFC |
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Melting Point | Mp -67.94° | DFC |
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Boiling Point | Bp 177.1° | DFC |
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Experimental Water Solubility | 0.0234 mg/mL at 25 oC | BANERJEE,S et al. (1980) |
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Experimental logP | 4.10 | HANSCH,C ET AL. (1995) |
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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) | splash10-014i-4900000000-c8d4189d8e9f124c75ad | 2014-09-20 | View Spectrum | GC-MS | 1-Isopropyl-4-methylbenzene, non-derivatized, GC-MS Spectrum | splash10-014i-4900000000-f403355796ccc97b5011 | Spectrum | GC-MS | 1-Isopropyl-4-methylbenzene, non-derivatized, GC-MS Spectrum | splash10-014i-3900000000-18fab12c9b06d75f28d4 | Spectrum | GC-MS | 1-Isopropyl-4-methylbenzene, non-derivatized, GC-MS Spectrum | splash10-001i-0900000000-146f5d56238ffde0a8d0 | Spectrum | GC-MS | 1-Isopropyl-4-methylbenzene, non-derivatized, GC-MS Spectrum | splash10-007x-4900000000-14f27e732fc9b57e0b12 | Spectrum | GC-MS | 1-Isopropyl-4-methylbenzene, non-derivatized, GC-MS Spectrum | splash10-014i-4900000000-f403355796ccc97b5011 | Spectrum | GC-MS | 1-Isopropyl-4-methylbenzene, non-derivatized, GC-MS Spectrum | splash10-014i-3900000000-18fab12c9b06d75f28d4 | Spectrum | GC-MS | 1-Isopropyl-4-methylbenzene, non-derivatized, GC-MS Spectrum | splash10-001i-0900000000-146f5d56238ffde0a8d0 | Spectrum | GC-MS | 1-Isopropyl-4-methylbenzene, non-derivatized, GC-MS Spectrum | splash10-007x-4900000000-14f27e732fc9b57e0b12 | Spectrum | Predicted GC-MS | 1-Isopropyl-4-methylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-014l-8900000000-176f8c1c70e1e67b3d82 | Spectrum | Predicted GC-MS | 1-Isopropyl-4-methylbenzene, 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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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0900000000-94c1bdcd85003d97aefc | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-2900000000-5ed611e91a5f86fc7019 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gbc-9700000000-f812cd4b0a2fcb99f91a | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0900000000-3043af674a7adea6117a | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-001i-0900000000-589b3edc66f090e075e5 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00lu-4900000000-9166f98044ef814ac56b | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0900000000-f5fa2e4eafb73a2ce5ef | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-001i-0900000000-f5fa2e4eafb73a2ce5ef | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00kf-9200000000-0d66e02ef78a9a9bac9a | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000f-9800000000-f6dc3a9bc8c029e844ff | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9100000000-31308f391d491363333e | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-002f-9000000000-0f55cd38142065afafc3 | 2021-09-25 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, CDCl3, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 7183 |
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ChEMBL ID | CHEMBL442915 |
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KEGG Compound ID | C06575 |
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Pubchem Compound ID | 7463 |
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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 | HMDB05805 |
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CRC / DFC (Dictionary of Food Compounds) ID | KXH73-P:KXH73-P |
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EAFUS ID | 812 |
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Dr. Duke ID | P-CYMOL|P-CYMENE|CYMOL |
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BIGG ID | Not Available |
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KNApSAcK ID | C00003040 |
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HET ID | MML |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 99-87-6 |
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GoodScent ID | rw1032711 |
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SuperScent ID | Not Available |
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Wikipedia ID | P-cymene |
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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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Analgesic | 35480 | An agent that relieves pain by reducing or blocking pain signals in the brain, commonly used to manage acute or chronic pain, inflammation, and fever, with therapeutic applications in surgery, injury, and disease treatment. | DUKE | Anti acetylcholinesterase | 38462 | An agent that inhibits acetylcholinesterase, increasing acetylcholine levels. It enhances cholinergic transmission, used therapeutically to treat Alzheimer's disease, myasthenia gravis, and glaucoma, improving cognitive function, muscle strength, and reducing intraocular pressure. | DUKE | Anti-bacillary | 33282 | An agent that inhibits the growth of or destroys bacteria, playing a crucial role in preventing and treating bacterial infections. Therapeutically, it is used to combat bacterial diseases, with key medical applications including the treatment of tuberculosis, pneumonia, and other infectious diseases. | DUKE | Anti bacterial | 33282 | An agent that inhibits the growth of or destroys bacteria, playing a crucial role in preventing and treating infections. Therapeutically, it is used to combat bacterial infections, with key medical applications including treating pneumonia, tuberculosis, and skin infections, as well as preventing surgical site infections and sepsis. | DUKE | Anti-flu | 22587 | An agent that prevents or treats influenza virus infections, reducing symptoms and complications. Its biological role involves blocking viral replication, and its therapeutic applications include prophylaxis and treatment of flu outbreaks. Key medical uses include reducing the risk of flu-related hospitalizations and mortality, especially in high-risk populations such as the elderly and young children. | DUKE | Anti-rheumatalgic | 52217 | An agent that alleviates rheumatic pain and inflammation, commonly used in managing arthritis, fibromyalgia, and other musculoskeletal disorders, reducing joint pain and improving mobility. | DUKE | Anti-viral | 22587 | An agent that inhibits the replication of viruses, playing a crucial role in preventing and treating viral infections. Therapeutically, anti-virals are used to manage diseases such as HIV, herpes, and influenza, reducing symptoms and slowing disease progression. Key medical uses include treating viral hepatitis, respiratory syncytial virus, and COVID-19. | DUKE | Name | 48318 | flavor | DUKE | Fungicide | 24127 | An agent that kills or inhibits the growth of fungi, playing a biological role in preventing fungal infections. Therapeutically, it is used to treat fungal diseases, with key medical applications including athlete's foot, ringworm, and candidiasis, as well as agricultural uses to protect crops from fungal damage. | DUKE | Herbicide | 24527 | A chemical agent that kills or inhibits plant growth, used in agriculture to control weeds and pests. It has no direct biological role or therapeutic applications in human medicine, but its development has led to the creation of related compounds with potential medical uses, such as anticancer agents. | DUKE | Insectifuge | 24852 | A substance that repels insects, playing a biological role in plant defense. Therapeutically, it has applications in preventing insect-borne diseases. Key medical uses include topical repellents for malaria, dengue fever, and other vector-borne illnesses, reducing the risk of transmission. | DUKE | Irritant | | An agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery. | DUKE | Laxative | 50503 | An agent that stimulates bowel movements, relieving constipation by softening stool or increasing intestinal motility. Therapeutically, laxatives are used to treat constipation, prepare the bowel for medical procedures, and manage certain medical conditions, such as irritable bowel syndrome. | DUKE | Pesticide | 25944 | An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections. | DUKE | Sedative | 35717 | An agent that calms nervous activity, reducing anxiety and inducing relaxation. Its biological role is to slow down brain function, promoting sleep and relieving stress. Therapeutically, sedatives are used to manage insomnia, anxiety disorders, and seizures, as well as to prepare patients for medical procedures. | DUKE | Trichomonicide | | An agent that kills Trichomonas organisms, used to treat Trichomonas vaginalis infections, commonly causing vaginitis, and other related genital tract infections. | DUKE |
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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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solvent |
- 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
| gasoline |
- 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
| citrus |
- 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
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| fresh |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| terpene |
- 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.
| spice |
- 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 | show |
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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). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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