MOLECULE
α-Terpinene
Alpha-terpinene is one of three isomeric monoterpenes differing in the positions of their two double bonds (beta- and gamma-terpinene being the others). In alpha-terpinene the double bonds are at the 1- and 3-positions of the p-menthane skeleton. It has a role as a volatile oil component and a plant metabolite. It is a monoterpene and a cyclohexadiene.
Summary from ChEBI, via PubChem.
Identity
Chemistry
- Formula
- C10H16
- Molecular weight
- 136.23 g/mol
- IUPAC name
- 1-methyl-4-propan-2-ylcyclohexa-1,3-diene
- InChIKey
- YHQGMYUVUMAZJR-UHFFFAOYSA-N
- SMILES
- CC1=CC=C(CC1)C(C)C
- PubChem
- CID 7462 ↗
Provenance
Contributing sources
- PubChem
- ChEBI
- LOTUS
Natural occurrence
Found in
- M. alternifolia 14
- Mango 6
- Oregano 6
- Sweet wormwood 5
- Camphorwood 5
- C. deliciosa 4
- Mandarin orange 4
- Wild Carrot 4
- Pignut 4
- Syrian oregano 4
- Persian zatar 4
- T. spicata 4
- Chaste-tree 4
- Shellplant 3
- Dill 3
- Taiwan Cypress 3
- Mango ginger 3
- Common Juniper 3
- M. piperita 3
- P. arboreum 3
- P. fimbriulatum 3
- Black pepper 3
- R. officinalis 3
- Greek oregano 3
- T. longicaulis 3
- Thyme 3
- Common Valerian 3
- Ginger 3
- A. arabica 2
- A. biebersteinii 2
- Greater galangal 2
- A. arborescens 2
- White wormwood 2
- B. rufescens 2
- Shrubby Hare's Ear 2
- Lawson's Cypress 2
- Hinoki Cypress 2
- Mexican tea 2
- Kaffir Lime 2
- Coriander 2
- Sugi 2
- Mexican tea 2
- E. tenuifolia 2
- Torch-ginger 2
- Chameleon 2
- L. multiflora 2
- L. origanoides 2
- Sweet Gum 2
- Wild mint 2
- East Asian dwarf mosla 2
- Myrtle 2
- N. viscida 2
- Sweet basil 2
- African basil 2
- Dittany of Crete 2
- Pot marjoram 2
- Norway Spruce 2
- Bayrumtree 2
- Anise burnet saxifrage 2
- Scots Pine 2
- Higuillo de hoja menuda 2
- Vera cruz pepper 2
- P. uloptera 2
- Guava 2
- S. dorisiana 2
- S. dorystaechas 2
- Sage 2
- S. syriaca 2
- Lavender cotton 2
- S. cuneifolia 2
- Winter savory 2
- Feverfew 2
- Tansy 2
- Northern Whitecedar 2
- T. capitata 2
- Thymus 2
- T. revolutus 2
- T. saturejoides 2
- T. sibthorpii 2
- T. zygioides 2
- T. zygis 2
- California laurel 2
- Silver Fir 1
- Sakhalin Fir 1
- A. sellowiana 1
- A. abrotanoides 1
- A. erba-rotta 1
- A. grandifolia 1
- Yarrow 1
- A. moschata 1
- A. nana 1
- Noble yarrow 1
- Sneezewort 1
- A. cunninghamii 1
- Buchu 1
- Tropical whiteweed 1
- Whitebrush 1
- A. beaumonti 1
- A. papuanus 1
- A. cascarilloides 1
- A. aciphylla 1
- Umbellifers 1
- Wild Celery 1
- Thale cress 1
- Wormwood 1
- A. afra 1
- A. capillaris 1
- A. indica 1
- A. molinieri 1
- A. salsoloides 1
- A. thuscula 1
- Mugwort 1
- A. xerophytica 1
- Rooibos 1
- A. scaber 1
- Austrobaileya 1
- B. dracunculifolia 1
- Baeckea 1
- Daisy 1
- B. carteri 1
- Frankincense 1
- Narrow-leaf bottlebrush 1
- Tea 1
- Elemi tree 1
- Wild cinnamon 1
- Hemp 1
- C. mutabilis 1
- Papaya 1
- Lebanon Cedar 1
- Sawara Cypress 1
- Roman Chamomile 1
- C. lopadusanus 1
- Jack in the bush 1
- C. indicum 1
- Cinnamon 1
- C. sieboldii 1
- Cinnamon 1
- C. zeylanicum 1
- Pink rock-rose 1
- Labdanum 1
- C. laurifolius 1
- Montpelier cistus 1
- C. grandis 1
- C. iyo 1
- Shaddock 1
- Citron 1
- Grapefruit 1
- C. unshiu 1
- C. patens 1
- C. album 1
- C. barbatum 1
- C. carolinianum 1
- C. congestum 1
- C. grandiflorum 1
- C. thymifolium 1
- C. timotensis 1
- Cannonball Tree 1
- Sea fennel 1
- Cumin 1
- Mediterranean Cypress 1
- Zedoary 1
- Lemon grass 1
- East Indian lemongrass 1
- Rosha grass 1
- D. nausoriense 1
- D. nidulum 1
- D. indicum 1
- D. ismaelis 1
- Cardamom 1
- E. fruticosa 1
- E. pilosa 1
- E. timotensis 1
- Waxflower 1
- E. approximans 1
- E. brassiana 1
- Faulconbridge Mallee Ash 1
- River redgum 1
- Alpine-ash 1
- E. dendromorpha 1
- E. exserta 1
- White-ash 1
- Tasmanian bluegum 1
- Gray-box 1
- Shining gum 1
- E. oviformis 1
- E. paliformis 1
- Silver-leaved Mountain Gum 1
- Gray gum 1
- Narrow-leaf peppermint gum 1
- Sydney bluegum 1
- Red ironbark 1
- E. stenostoma 1
- E. triflora 1
- Hemp-agrimony 1
- F. nodosa 1
- Frullania 1
- Gourka 1
- Cotton 1
- Sturt's desert rose 1
- H. foliosus 1
- H. johnsonii 1
- H. mandoniana 1
- White garland-lily 1
- H. bonplandianum 1
- H. mexicanum 1
- Common Sunflower 1
- H. bracteiferum 1
- H. odoratissimum 1
- H. persicum 1
- H. occulta 1
- Hops 1
- H. goyazensis 1
- Tropical bushmint 1
- Comb bushmint 1
- Marubio 1
- H. seravschanicus 1
- Illicium anisatum 1
- Staranise 1
- I. melissoides 1
- I. rugosus 1
- Persian Walnut 1
- Stinking Juniper 1
- Mexican Juniper 1
- Rocky Mountain Juniper 1
- K. salina 1
- L. tsao-ko 1
- Siberian Larch 1
- L. sukaczewii 1
- Laurel 1
- Spike Lavendar 1
- French lavender 1
- L. chamaedryoides 1
- L. chilensis 1
- Porter lovage 1
- Mexican oregano 1
- L. javanica 1
- L. sidoides 1
- Litchi 1
- L. glaucescens 1
- Magnolia-bark 1
The 240 best-attested of 387 organisms, ranked by how many independent papers report the compound in each. Occurrence data from LOTUS, across 413 references.
Pharmacology
Protein interactions
-
cytochrome P450, family 1, subfamily A, polypeptide 2 Potency 31.7055 uM
-
cytochrome P450, family 2, subfamily C, polypeptide 19 Potency 35.5742 uM
-
cytochrome P450 family 3 subfamily A polypeptide 4 Potency 39.9149 uM
-
cytochrome P450 family 2 subfamily C polypeptide 9 Potency 63.2609 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