| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:33:23 UTC |
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| Update date | 2017-01-19 02:36:41 UTC |
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| FoodComEx ID | PC000914 |
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| FoodDB Record | FDB013215 |
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| Chemical Information |
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| Name | Perillic acid |
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| Description | Perillic acid, also known as perillate, 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. Perillic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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| CAS Number | 7694-45-3 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| (-)-perillic acid | biospider | | (+-)-Perrillic acid | biospider | | (S)-(-)-4-Isopropenyl-1-cyclohexene-1-carboxylic acid | biospider | | 1-Cyclohexene-1-carboxylic acid, 4-(1-methylethenyl)- | biospider | | 4-(1-Methylethenyl)-1-cyclohexene-1-carboxylate | Generator | | 4-(1-methylethenyl)-1-cyclohexene-1-carboxylic acid | biospider | | 4-(2-propenyl)-1-cyclohexane-1-carboxylic acid | biospider | | 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylic acid | biospider | | 4-Isopropenyl-1-cyclohexene-1-carboxylic acid | biospider | | 4-isopropenylcyclohex-1-ene carboxylic acid | biospider | | 4-Isopropenylcyclohex-1-enecarboxylate | Generator | | 4-Isopropenylcyclohex-1-enecarboxylic acid | biospider | | p-Mentha-1,8-dien-7-oic acid | db_source | | Perillate | biospider | | Perillic acid | db_source |
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| Chemical Formula | C10H14O2 |
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| IUPAC name | 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylic acid |
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| InChI Identifier | InChI=1S/C10H14O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h5,8H,1,3-4,6H2,2H3,(H,11,12) |
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| InChI Key | CDSMSBUVCWHORP-UHFFFAOYSA-N |
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| Isomeric SMILES | CC(=C)C1CCC(=CC1)C(O)=O |
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| Average Molecular Weight | 166.22 |
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| Monoisotopic Molecular Weight | 166.099379691 |
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| Chemical Taxonomy |
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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
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic homomonocyclic compound
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| Molecular Framework | Aliphatic homomonocyclic compounds |
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| External Descriptors | |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | 1.428 | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Mp 132-133° | DFC |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 500 mg |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| Not Available |
