MOLECULE
Geraniol
Geraniol is a monoterpenoid consisting of two prenyl units linked head-to-tail and functionalised with a hydroxy group at its tail end. It has a role as a volatile oil component, a fragrance, an allergen and a plant metabolite. It is a primary alcohol, a 3,7-dimethylocta-2,6-dien-1-ol and a monoterpenoid.
Summary from ChEBI, via PubChem.
Identity
Chemistry
- Formula
- C10H18O
- Molecular weight
- 154.25 g/mol
- IUPAC name
- (2E)-3,7-dimethylocta-2,6-dien-1-ol
- InChIKey
- GLZPCOQZEFWAFX-JXMROGBWSA-N
- SMILES
- CC(=CCCC(=CCO)C)C
- PubChem
- CID 637566 ↗
Provenance
Contributing sources
- PubChem
- ChEBI
- LOTUS
Natural occurrence
Found in
- Lemon grass 7
- Hops 7
- C. deliciosa 6
- Mandarin orange 6
- Tea 5
- East Indian lemongrass 5
- Rosha grass 5
- Sweet scented geranium 5
- French rose 5
- Ginger 5
- Wild bergamot 4
- Myrtle 4
- Damask rose 4
- C. grandis 3
- Shaddock 3
- Coriander 3
- Cymbopogon grass 3
- Common Juniper 3
- Lantana 3
- Mango 3
- P. ternifolium 3
- Sage 3
- Tomato 3
- Large Thyme 3
- Wild Grape 3
- A. citriodora 2
- Lemon Verbena 2
- A. triphylla 2
- A. latilabris 2
- Wormwood 2
- Davana 2
- C. recutita 2
- Camphorwood 2
- Citron 2
- Grapefruit 2
- C. unshiu 2
- Lemonscented gum 2
- Wild Carrot 2
- Cardamom 2
- E. canadensis 2
- Crane's-bills 2
- Dahurian Larch 2
- Wild Chamomile 2
- Balm 2
- Spearmint 2
- Tobacco 2
- Sweet basil 2
- African basil 2
- Korean perilla 2
- Templetree 2
- R. officinalis 2
- Sage 2
- S. absconditiflora 2
- S. dorisiana 2
- Greek oregano 2
- Europe sage 2
- S. syriaca 2
- Russian Potato 2
- T. longicaulis 2
- T. sibthorpii 2
- Thyme 2
- Muscadine 2
- Siberian Fir 1
- A. sellowiana 1
- A. arabica 1
- A. biebersteinii 1
- A. cuneatiloba 1
- A. erba-rotta 1
- A. moschata 1
- A. nana 1
- Noble yarrow 1
- Sneezewort 1
- Sweetflag 1
- A. cunninghamii 1
- Horse-chestnut 1
- Longoza Plant 1
- Blue giant hyssop 1
- A. ovatus 1
- A. chinensis 1
- A. hainanensis 1
- A. katsumadai 1
- Roman wormwood 1
- A. monospora 1
- Sweet wormwood 1
- A. arborescens 1
- Mugwort 1
- Canadian wildginger 1
- A. scaber 1
- A. buxifolia 1
- A. dulcis 1
- Wild oat 1
- B. dracunculifolia 1
- Daisy 1
- B. pubescens litwinowii 1
- B. salicifolius 1
- B. tweediei 1
- Fingerroot 1
- B. cembrae 1
- B. fruticescens 1
- C. odorata 1
- Hemp 1
- C. cuspidata 1
- Herb of Gilead 1
- Centaury 1
- Centella 1
- Flowering quince 1
- Lawson's Cypress 1
- Mexican tea 1
- Jack in the bush 1
- C. ambiguum 1
- Turougwi 1
- C. sieboldii 1
- Cinnamon 1
- C. zeylanicum 1
- Watermelon 1
- Kaffir Lime 1
- C. iyo 1
- C. wilsonii 1
- C. patens 1
- C. seurati 1
- Cannonball Tree 1
- Sugi 1
- C. distans 1
- C. khasianus 1
- Citronella grass 1
- Wood rose 1
- D. odora 1
- D. cachrydifolia 1
- Moldavian dragonhead 1
- Male-fern 1
- Mexican tea 1
- Crested latesummer mint 1
- E. eriostachya 1
- E. fruticosa 1
- E. ashbyi 1
- E. gossypii 1
- E. angulosa 1
- Bull mallee 1
- E. ceratocorys 1
- Mallee Box 1
- E. dolichorhyncha 1
- E. fasciculosa 1
- Fuschia gum 1
- Lerp Mallee 1
- E. intertexta 1
- E. lansdowneana 1
- White ironbark 1
- E. maidenii 1
- Silver-leaf ironbark 1
- Shining gum 1
- E. ochrophloia 1
- E. odorata 1
- E. populnea 1
- E. porosa 1
- Silver-leaved Mountain Gum 1
- E. sparsa 1
- Scarlett Pear Gum 1
- E. tetraptera 1
- Green Mallee 1
- Hemp-agrimony 1
- F. ovina 1
- Fennel 1
- Freesia ×hybrida 1
- Gourka 1
- Cotton 1
- Matchbrush 1
- American witchhazel 1
- H. amorginum 1
- H. italicum 1
- H. odoratissimum 1
- H. taenari 1
- H. dissectum 1
- Sticky oxeye 1
- H. monopetalus 1
- H. occulta 1
- Desert lavender 1
- Yerba Maté 1
- I. cembrae 1
- Black Walnut 1
- Phoenician Juniper 1
- Fitcheisi 1
- L. tsao-ko 1
- Launea 1
- Lavender 1
- Spike Lavendar 1
- L. chamaedryoides 1
- L. chilensis 1
- L. puchury-major 1
- L. multiflora 1
- L. rehmannii 1
- Litchi 1
- L. glaucescens 1
- Japanese honeysuckle 1
- Kobus magnolia 1
- M. domestica 1
- Apple 1
- Lucerne 1
- Wood melick 1
- Mint 1
- Horse Mint 1
- M. biflora 1
- East Asian dwarf mosla 1
- Myrtaceae 1
- Raceme catnip 1
- Holy basil 1
- Early spider-orchid 1
- O. cordifolium 1
- O. dubium 1
- Sweet marjoram 1
- Syrian oregano 1
- Oregano 1
- Myrtle mangrove 1
- Chinese peony 1
- Tahitian screwpine 1
- P. citronellum 1
- Apple geranium 1
- Oakleaf geranium 1
- P. roseum 1
- Grapeleaf geranium 1
- Asian Spruce 1
- Bayrumtree 1
- P. fimbriulatum 1
- Hardy orange 1
- Apricot 1
- Wild Cherry 1
- European plum 1
- Peach 1
- P. altissima 1
- Guava 1
- Arfaj 1
- R. crenulata 1
- Roseroot stonecrop 1
- Alpine Rose 1
- Rusty Labrador-Tea 1
- R. russatum 1
- Northern Labrador tea 1
- False Acacia 1
- Dog-rose 1
- Cabbage rose 1
- Rugosa rose 1
The 240 best-attested of 303 organisms, ranked by how many independent papers report the compound in each. Occurrence data from LOTUS, across 334 references.
Pharmacology
Protein interactions
-
estrogen nuclear receptor alpha Potency 2.2183 uM
-
15-lipoxygenase, partial Potency 7.9433 uM
-
cytochrome P450 2D6 Potency 16.124 uM
-
cytochrome P450 family 3 subfamily A polypeptide 4 Potency 24.5454 uM
-
cytochrome P450, family 1, subfamily A, polypeptide 2 Potency 27.5404 uM
-
cytochrome P450 family 2 subfamily C polypeptide 9 Potency 34.6713 uM
Laboratory measurements of the compound at its own doses. They do not describe any product that contains it.
Reported associations
Disease associations
-
Solvents, acute toxic effect Acute Poisoning
Associations recorded for the compound itself. A metabolomics association means it was detected or studied in that condition, not that it treats or causes it; an occupational entry describes a hazard of exposure. Neither is a therapeutic claim about any product.
Evidence