MOLECULE
Terpinen-4-ol
4-terpineol is a terpineol that is 1-menthene carrying a hydroxy substituent at position 4. It has a role as an antioxidant, a volatile oil component, an antibacterial agent, an antiparasitic agent, an antineoplastic agent, an anti-inflammatory agent, an apoptosis inducer and a plant metabolite. It is a terpineol and a tertiary alcohol.
Summary from ChEBI, via PubChem.
Identity
Chemistry
- Formula
- C10H18O
- Molecular weight
- 154.25 g/mol
- IUPAC name
- 4-methyl-1-propan-2-ylcyclohex-3-en-1-ol
- InChIKey
- WRYLYDPHFGVWKC-UHFFFAOYSA-N
- SMILES
- CC1=CCC(CC1)(C(C)C)O
- PubChem
- CID 11230 ↗
Provenance
Contributing sources
- PubChem
- ChEBI
- LOTUS
Natural occurrence
Found in
- M. alternifolia 17
- Chaste-tree 8
- Pignut 7
- Shellplant 6
- River redgum 6
- Ginger 6
- African basil 5
- Oregano 5
- Black pepper 5
- R. officinalis 5
- Z. cassumunar 5
- Cassumunar ginger 5
- Z. purpureum 5
- Mugwort 4
- C. deliciosa 4
- Mandarin orange 4
- Wild Carrot 4
- Torch-ginger 4
- Pennyroyal 4
- P. callosum 4
- Cubeb 4
- Greek oregano 4
- Sage 4
- Northern Whitecedar 4
- Greater galangal 3
- Wormwood 3
- Sweet wormwood 3
- White wormwood 3
- Citron 3
- C. carolinianum 3
- C. grandiflorum 3
- Common turmeric 3
- Tasmanian bluegum 3
- L. origanoides 3
- Myrtle 3
- Sweet basil 3
- Sweet marjoram 3
- Syrian oregano 3
- P. arboreum 3
- Lavender cotton 3
- Persian zatar 3
- Feverfew 3
- Tansy 3
- T. spicata 3
- T. broussonetii 3
- T. longicaulis 3
- X. sericea 3
- Shampoo Ginger 3
- A. arabica 2
- A. biebersteinii 2
- A. chrysocoma 2
- A. citriodora 2
- Lemon Verbena 2
- A. triphylla 2
- A. chinensis 2
- A. conchigera 2
- A. latilabris 2
- Dill 2
- A. arborescens 2
- A. indica 2
- A. salsoloides 2
- A. paludosa 2
- B. articulata 2
- B. rufescens 2
- Shrubby Hare's Ear 2
- B. gibraltaricum 2
- Lawson's Cypress 2
- Sawara Cypress 2
- Jack in the bush 2
- Padang cassia 2
- Cinnamon 2
- C. grandis 2
- Shaddock 2
- Grapefruit 2
- Coriander 2
- Sugi 2
- D. cachrydifolia 2
- E. tenuifolia 2
- E. tournefortii 2
- E. trichophylla 2
- Chinese Ephedra 2
- Tumbledown gum 2
- E. maidenii 2
- Yellow-box 2
- Red ironbark 2
- Fennel 2
- Cultivated licorice 2
- H. dissectum 2
- L. cuminoides 2
- Lavender 2
- L. puchury-major 2
- L. multiflora 2
- Sweet Gum 2
- Weeping Paperbark 2
- Cajeput tree 2
- Punktree 2
- Nutmeg 2
- N. viscida 2
- Black cumin 2
- O. minutiflorum 2
- Pot marjoram 2
- Bayrumtree 2
- S. absconditiflora 2
- S. hydrangea 2
- Europe sage 2
- S. tomentosa 2
- S. cuneifolia 2
- Bay Biscayne creeping-oxeye 2
- T. annuum 2
- Mountain germander 2
- Western Redcedar 2
- T. capitata 2
- Thymus 2
- Cilician thyme 2
- T. quinquecostatus 2
- T. sibthorpii 2
- Thyme 2
- T. zygis 2
- California laurel 2
- V. ashei 2
- Highbush blueberry 2
- Swamp Blueberry 2
- Baboonwood 2
- Chinese chastetree 2
- V. annua 2
- Z. bungeanum 2
- Z. chalybaeum 2
- Z. chalybeum 2
- A. sachalinensis var. gracilis 1
- Siberian Fir 1
- A. abrotanoides 1
- Sweet-Nancy 1
- Yarrow 1
- A. erba-rotta 1
- A. fragrantissima 1
- A. grandifolia 1
- Yarrow 1
- A. moschata 1
- A. nana 1
- Noble yarrow 1
- Sneezewort 1
- A. africanum 1
- A. cunninghamii 1
- Indian bael 1
- Longoza Plant 1
- Melegueta pepper 1
- Cape buchu 1
- A. blepharocalyx 1
- A. breviligulata 1
- A. carinata 1
- Small shell ginger 1
- A. oxyphylla 1
- A. roxburghii 1
- Roman wormwood 1
- Laceflower 1
- A. cascarilloides 1
- A. nitida 1
- A. nitidus 1
- A. afra 1
- A. alba 1
- A. ammaniana 1
- A. apiacea 1
- A. argyi 1
- A. austriaca 1
- A. capillaris 1
- A. caruifolia 1
- A. carvifolia 1
- Douglas' sagewort 1
- A. halophila 1
- A. lagocephala 1
- A. monosperma 1
- A. montana 1
- Japanese mugwort 1
- A. sericea 1
- A. sieberi 1
- A. thuscula 1
- Big sagebrush 1
- Snakeshead 1
- A. asperum 1
- Canadian wildginger 1
- A. dilatatum 1
- A. scaber 1
- A. macedonica 1
- OkoumÈ 1
- Austrobaileya 1
- A. dulcis 1
- A. tenuifolia 1
- Carambola 1
- B. dracunculifolia 1
- B. citriodora 1
- Daisy 1
- B. carteri 1
- Frankincense 1
- Caucasian bluestem 1
- B. fruticescens 1
- Pink Node Flower 1
- Narrow-leaf bottlebrush 1
- C. nootkatensis 1
- Elemi tree 1
- Wild cinnamon 1
- Hemp 1
- C. mutabilis 1
- Herb of Gilead 1
- C. fitchii 1
- C. recutita 1
- C. lopadusanus 1
- C. indicum 1
- Florist's daisy 1
- Cassia 1
- C. cassia 1
- C. iners 1
- C. pachyphyllum 1
- C. sieboldii 1
- C. tenuifolium 1
- C. zeylanicum 1
- Kaffir Lime 1
- C. iyo 1
- C. unshiu 1
- C. patens 1
- C. lusitanica 1
- C. congestum 1
- C. suaveolens 1
- C. gurreh 1
- C. anthriscoides 1
- C. incana 1
- Lemonscented gum 1
- C. maculata 1
- Sea fennel 1
- C. conduplicatus 1
- C. mucronifolius 1
- C. sonderianus 1
- C. stellulifer 1
- C. stelluliferus 1
- C. agathophylla 1
- C. cunninghamii 1
- Cumin 1
- Modoc Cypress 1
- Mediterranean Cypress 1
- C. pierreana 1
- East Indian lemongrass 1
The 240 best-attested of 546 organisms, ranked by how many independent papers report the compound in each. Occurrence data from LOTUS, across 534 references.
Reported associations
Disease associations
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.
Human evidence in progress
Registered clinical trials
-
Lid Wipes Versus Baby Shampoo in Patients With Seborrehic Blepharitis completed
-
Demodex Blepharitis Treatment Study completed
2 registered on ClinicalTrials.gov naming this molecule as an intervention. See all terpene trials.
Evidence