Geraniol
Compound Structure: |
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Synonyms: | (2E)-3,7-dimethylocta-2,6-dien-1-ol; Geranyl alcohol; trans-Geraniol; (E)-Geraniol; (E)-Nerol; beta-Geraniol; t-geraniol; 2,6-Octadien-1-ol, 3,7-dimethyl-, (2E)-; 3,7-Dimethyl-trans-2,6-octadien-1-ol; Guaniol; 2-trans-3,7-Dimethyl-2,6-octadien-1-ol; 3,7-D | ||||||||||||||||||||||||||||||||||||||||||||||||||
Compound ID: | NMPC-1072 | ||||||||||||||||||||||||||||||||||||||||||||||||||
PubChem ID: | |||||||||||||||||||||||||||||||||||||||||||||||||||
Molecular Formula: | C10H18O | ||||||||||||||||||||||||||||||||||||||||||||||||||
Canonical SMILES: | CC(=CCCC(=CCO)C)C | ||||||||||||||||||||||||||||||||||||||||||||||||||
InChIKey: | GLZPCOQZEFWAFX-JXMROGBWSA-N | ||||||||||||||||||||||||||||||||||||||||||||||||||
About the compound: | Geraniol is a monoterpenoid that comprises two prenyl units linked head-to-tail, featuring a hydroxy group at its tail end. It serves various roles including as a fragrance, an allergen, a volatile oil component, and a plant metabolite. Structurally, it is a primary alcohol and a 3,7-dimethylocta-2,6-dien-1-ol. Found in many essential oils of fruits, vegetables, and herbs, geraniol is present in rose oil, citronella, lemongrass, lavender, and other aromatic plants. It is emitted from the flowers of numerous plant species and is extensively used in the food, fragrance, and cosmetic industries. Geraniol exhibits a broad range of pharmacological activities, including antimicrobial, anti-inflammatory, antioxidant, anti-cancer, and neuroprotective properties. It has been shown to sensitize tumor cells to common chemotherapies and is considered a promising cancer chemopreventive agent. Geraniol is effective against various types of cancer, including breast, lung, colon, prostate, pancreatic, skin, liver, kidney, and oral cancers. Geraniol is recognized as generally-recognized-as-safe (GRAS) by both the Flavor and Extract Manufacturers Association (FEMA) and the Food and Drug Administration (FDA) of the United States. However, sensitivity to geraniol can be determined through clinical patch testing, as it can trigger increased histamine release and affect cell-mediated immunity. Geraniol is a natural product found in organisms like Xylopiasericea and Eupatorium cannabinum, among others. Known as beta-Geraniol, it is found in almonds and in free state or as esters in many essential oils, including geranium and palmarosa oil, where it is most abundantly present. It has a rose-like odor and is commonly used in perfumes, as well as flavorings for various fruits like peach, raspberry, grapefruit, and others. It is an isomer of nerol and belongs to the family of Monoterpenes. GHS Hazard Statements H317: May cause an allergic skin reaction [Warning Sensitization, Skin] |
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Properties: |
Chemical and Physical Properties
Source: PubChem |
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Source Species: |
Crateva adansonii Garcinia kola Monodora tenuifolia Pachira glabra Phyllanthus muellerianus Cymbopogon citratus Eremomastax speciosa Napoleonaea imperialis Hyparrhenia rufa Plumeria alba Pteris togoensis |