Terpinolene

Details

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Internal ID fede9ded-b33c-48f2-b403-ac816d7bd80d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
IUPAC Name 1-methyl-4-propan-2-ylidenecyclohexene
SMILES (Canonical) CC1=CCC(=C(C)C)CC1
SMILES (Isomeric) CC1=CCC(=C(C)C)CC1
InChI InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3
InChI Key MOYAFQVGZZPNRA-UHFFFAOYSA-N
Popularity 1,768 references in papers

Physical and Chemical Properties

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Molecular Formula C10H16
Molecular Weight 136.23 g/mol
Exact Mass 136.125200510 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.45
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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586-62-9
Isoterpinene
Terpinolen
alpha-Terpinolene
4-Isopropylidene-1-methylcyclohexene
p-Mentha-1,4(8)-diene
1,4(8)-p-Menthadiene
Nofmer TP
Tereben
p-Menth-1,4(8)-diene
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Terpinolene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9924 99.24%
Caco-2 + 0.9566 95.66%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Lysosomes 0.4834 48.34%
OATP2B1 inhibitior - 0.8548 85.48%
OATP1B1 inhibitior + 0.9580 95.80%
OATP1B3 inhibitior + 0.9008 90.08%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.8978 89.78%
P-glycoprotein inhibitior - 0.9850 98.50%
P-glycoprotein substrate - 0.9746 97.46%
CYP3A4 substrate - 0.6501 65.01%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.7601 76.01%
CYP3A4 inhibition - 0.9482 94.82%
CYP2C9 inhibition - 0.8961 89.61%
CYP2C19 inhibition - 0.8944 89.44%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.7845 78.45%
CYP2C8 inhibition - 0.9720 97.20%
CYP inhibitory promiscuity - 0.7288 72.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6800 68.00%
Carcinogenicity (trinary) Warning 0.5287 52.87%
Eye corrosion + 0.6001 60.01%
Eye irritation + 0.9735 97.35%
Skin irritation + 0.8203 82.03%
Skin corrosion - 0.9712 97.12%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5744 57.44%
Micronuclear - 1.0000 100.00%
Hepatotoxicity + 0.8375 83.75%
skin sensitisation + 0.9363 93.63%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.8250 82.50%
Nephrotoxicity + 0.5278 52.78%
Acute Oral Toxicity (c) III 0.7058 70.58%
Estrogen receptor binding - 0.9832 98.32%
Androgen receptor binding - 0.7332 73.32%
Thyroid receptor binding - 0.9316 93.16%
Glucocorticoid receptor binding - 0.8960 89.60%
Aromatase binding - 0.8872 88.72%
PPAR gamma - 0.8812 88.12%
Honey bee toxicity - 0.9749 97.49%
Biodegradation + 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9968 99.68%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.94% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.85% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.99% 95.56%
CHEMBL4208 P20618 Proteasome component C5 81.02% 90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Abies balsamea
Abies sachalinensis
Abies sibirica
Abrus melanospermus subsp. melanospermus
Achillea abrotanoides
Achillea millefolium
Achillea ptarmica subsp. ptarmica
Aconitum episcopale
Aconitum maximum
Aconitum vilmorinianum
Aconitum violaceum
Acorus calamus
Actinidia kolomikta
Actinodium cunninghamii
Adina trichotoma
Afraegle paniculata
Agathosma betulina
Ageratum conyzoides
Agnorhiza bolanderi
Alcea rosea
Aloysia citrodora
Aloysia gratissima
Alpinia conchigera
Alpinia galanga
Alpinia latilabris
Alpinia roxburghii
Alpinia zerumbet
Ammodendron karelinii
Anacyclus pyrethrum
Anaxagorea crassipetala
Anethum graveolens
Angelica acutiloba
Angelica archangelica
Angelica gigas
Angelica sinensis
Anisotome antipoda
Annona cascarilloides
Anthemis aciphylla
Araucaria cunninghamii
Araujia sericifera
Ardisia humilis
Arnica nevadensis
Artemisia annua
Artemisia arborescens
Artemisia argyi
Artemisia capillaris
Artemisia gmelinii
Artemisia lagocephala
Artemisia montana
Artemisia princeps
Artemisia rubripes
Artemisia thuscula
Arum maculatum
Asarum canadense
Asarum heterotropoides
Asarum sieboldii
Aster tataricus
Asterolasia squamuligera
Astragalus glycyphyllos
Athamanta macedonica
Athrixia elata
Aucklandia costus
Austrobaileya scandens
Azadirachta indica
Baccharis dracunculifolia
Baccharis tucumanensis
Balanops australiana
Bellis perennis
Beyeria sulcata var. brevipes
Bidens andicola
Blepharocalyx salicifolius
Boronia koniambiensis
Boronia latipinna
Boswellia sacra
Brachylaena perrieri
Buglossoides arvensis
Bunium paucifolium
Bupleurum fruticosum
Bursaria spinosa
Caesulia axillaris
Canarium luzonicum
Canarium strictum
Cannabis sativa
Carum carvi
Cassinia subtropica
Catha edulis
Catharanthus roseus
Cedrus libani
Centaurea cheiranthifolia
Chaerophyllum azoricum
Chamaecyparis lawsoniana
Chamaecyparis obtusa
Chamaecyparis pisifera
Chloranthus tianmushanensis
Chromolaena odorata
Chromolaena pulchella
Chrysanthemum indicum
Chrysanthemum morifolium
Cinnamomum aromaticum
Cinnamomum burmanni
Cinnamomum chekiangense
Cinnamomum verum
Cistus creticus
Cistus ladanifer
Citrus × aurantium
Citrus deliciosa
Citrus limon
Citrus maxima
Citrus medica
Citrus trifoliata
Cladanthus arabicus
Cleistopholis patens
Cleonia lusitanica
Clinopodium grandiflorum
Clinopodium nepeta subsp. spruneri
Clinopodium serpyllifolium subsp. fruticosum
Codonopsis pilosula
Coespeletia timotensis
Colchicum arenarium
Conioselinum anthriscoides
Coreopsis grandiflora
Coriandrum sativum
Corymbia citriodora
Cotinus coggygria
Craibia grandiflora
Cratoxylum formosum subsp. pruniflorum
Crinum jagus
Croton eluteria
Croton jacobinensis
Croton stelluliferus
Cryptocarya agathophylla
Cryptomeria japonica
Cuminum cyminum
Cupressus macrocarpa
Cupressus nootkatensis
Curcuma kwangsiensis
Curcuma longa
Curcuma phaeocaulis
Curcuma pierreana
Curcuma wenyujin
Curcuma zedoaria
Cuscuta australis
Cyclotrichium niveum
Cymbopogon citratus
Cymbopogon flexuosus
Cyperus rotundus
Dacrydium nidulum
Daphnandra johnsonii
Daucus carota
Davallia perdurans
Delphinium shawurense
Dendrosenecio kilimanjari
Dianella revoluta
Diplotropis ferruginea
Dipterocarpus alatus
Dipteronia dyeriana
Dodonaea polyandra
Drosera peltata
Echinophora chrysantha
Echinophora tenuifolia
Echinophora tenuifolia subsp. sibthorpiana
Echinops amplexicaulis
Elettaria cardamomum
Elsholtzia ciliata
Elsholtzia fruticosa
Elsholtzia pilosa
Elsholtzia splendens
Elwendia persica
Ephedra sinica
Erigeron canadensis
Erythrina burttii
Eschweilera coriacea
Etlingera elatior
Eucalyptus angulosa
Eucalyptus apodophylla
Eucalyptus brassiana
Eucalyptus bridgesiana
Eucalyptus cladocalyx
Eucalyptus cloeziana
Eucalyptus crenulata
Eucalyptus delegatensis
Eucalyptus jensenii
Eucalyptus leucoxylon
Eucalyptus nitens
Eucalyptus paliformis
Eucalyptus pulverulenta
Eucalyptus radiata
Eucalyptus viminalis
Euonymus tingens
Eupatorium cannabinum
Eupatorium fortunei
Euphorbia cornigera
Euphrasia regelii
Fagraea gracilipes
Ferula feruloides
Ferulago nodosa
Ferulago trachycarpa
Ficus formosana
Foeniculum vulgare
Forsythia suspensa
Forsythia viridissima
Garcinia macrophylla
Garcinia oligantha
Garcinia xipshuanbannaensis
Gardenia fosbergii
Glehnia littoralis
Gonzalezia decurrens
Gossypium hirsutum
Gutierrezia microcephala
Gymnanthemum amygdalinum
Gymnosporia serrata
Gyrothyra underwoodiana
Hansenia forbesii
Hansenia weberbaueriana
Hedeoma mandoniana
Hedychium coronarium
Helichrysum bracteiferum
Helichrysum graveolens
Helichrysum italicum subsp. picardii
Helichrysum odoratissimum
Helichrysum taenari
Heracleum antasiaticum
Heracleum dissectum
Heracleum persicum
Hippeastrum aulicum
Hortonia angustifolia
Houttuynia cordata
Humulus lupulus
Hylocomium splendens
Hypericum foliosum
Hypericum hyssopifolium
Hypericum perforatum
Hypericum rumeliacum
Hyptis emoryi
Hyptis spicigera
Hyptis suaveolens
Hyssopus officinalis subsp. aristatus
Hyssopus seravschanicus
Ilex affinis
Illicium difengpi
Illicium verum
Iris spuria
Iryanthera paraensis
Isodon umbrosus
Ixora chinensis
Jacobaea erucifolia subsp. argunensis
Julbernardia globiflora
Jungermannia vulcanicola
Juniperus chinensis
Juniperus communis
Juniperus drupacea
Juniperus jaliscana
Juniperus monticola
Kaempferia pulchra
Kippistia suaedifolia
Kokoona ochracea
Kokoona reflexa
Kunzea salina
Laggera crispata
Lamprolobium fruticosum
Lantana camara
Lantana xenica
Larix gmelinii var. gmelinii
Larix laricina
Larix sibirica
Lathyrus nissolia
Laurus nobilis
Lavandula angustifolia
Lavandula angustifolia subsp. angustifolia
Lavandula latifolia
Lavandula stoechas
Lavandula stoechas subsp. luisieri
Leonotis leonurus
Leonurus persicus
Lepechinia chamaedryoides
Leptospermum scoparium
Levisticum officinale
Libocedrus bidwillii
Ligularia hodgsonii
Ligusticum officinale
Ligusticum striatum
Lindera aggregata
Lindera neesiana
Lippia origanoides
Lippia rehmannii
Liquidambar orientalis
Liquidambar styraciflua
Liriodendron tulipifera
Litchi chinensis
Litogyne gariepina
Litsea cubeba
Litsea glaucescens
Machilus obovatifolia
Maesa ramentacea
Magnolia liliiflora
Magnolia sieboldii
Malus sylvestris
Mangifera indica
Maytenus loeseneri
Medicosma fareana
Melaleuca alternifolia
Melaleuca quinquenervia
Melaleuca squarrosa
Mentha × piperita
Mentha aquatica
Mentha arvensis
Mentha canadensis
Mentha longifolia subsp. longifolia
Mentha pulegium
Micromeria biflora
Micromeria maderensis
Micromeria myrtifolia
Mikania cordifolia
Mikania grazielae
Miliusa balansae
Millettia laurentii
Mimusops laurifolia
Molopospermum peloponnesiacum
Monodora tenuifolia
Moringa oleifera
Mosla chinensis
Murraya kwangsiensis
Myrcianthes fragrans
Myristica fragrans
Myrrhis odorata
Myrtus communis
Nelumbo nucifera
Nepeta annua
Nepeta crispa
Nepeta viscida
Ocimum americanum
Ocimum basilicum
Ocimum tenuiflorum
Odixia angusta
Odontites vulgaris
Ongokea gore
Ophiorrhiza blumeana
Origanum acutidens
Origanum cordifolium
Origanum dictamnus
Origanum laevigatum
Origanum majorana
Origanum majoricum
Origanum minutiflorum
Origanum onites
Origanum sipyleum
Origanum syriacum
Origanum vulgare
Origanum vulgare subsp. virens
Osbornia octodonta
Osmorhiza aristata
Othonna macrophylla
Panax quinquefolius
Parthenium argentatum
Pastinaca sativa
Pelargonium citronellum
Pelargonium endlicherianum
Pelargonium graveolens
Pelargonium quercifolium
Peltodon longipes
Peltogyne floribunda
Pentachondra pumila
Perilla frutescens
Persea americana
Peucedanum palustre
Peucedanum zenkeri
Phagnalon rupestre
Phalaenopsis aphrodite
Phlomis lanata
Phlomoides ostrowskiana
Phlox paniculata
Phyla nodiflora
Physalis solanaceus
Picea abies
Picea glehnii
Picea koraiensis
Picea schrenkiana
Piliostigma thonningii
Pimenta dioica
Pimenta racemosa
Pimpinella peregrina
Pimpinella serbica
Pinus aristata
Pinus brutia var. pityusa
Pinus cembra
Pinus flexilis
Pinus heldreichii
Pinus merkusii
Pinus monticola
Pinus ponderosa
Pinus pumila
Pinus remota
Pinus strobus
Pinus sylvestris
Piper aduncum
Piper auritum
Piper callosum
Piper cubeba
Piper fimbriulatum
Piper guineense
Piper marginatum
Piper nigrum
Piper sylvestre
Pistacia vera
Pittocaulon bombycophole
Pittosporum tenuifolium
Plagiochila rutilans
Platycladus orientalis
Plectranthus mollis
Plectranthus ovatus
Pluchea dioscoridis
Pluchea odorata
Plumeria rubra
Podocarpus salignus
Polyachyrus sphaerocephalus
Prioria pinnata
Prosopis glandulosa
Prosopis ruscifolia
Protium heptaphyllum
Prunus armeniaca
Prunus laurocerasus
Pseudoconyza viscosa
Pseudotsuga menziesii
Psiadia altissima
Psidium salutare
Psychotria bahiensis
Pteris plumieri
Pyrola rotundifolia
Quercus cerris
Ratibida mexicana
Rhanterium epapposum
Rhodiola rosea
Rhododendron mucronulatum
Ribes nigrum
Rosmarinus officinalis
Rubus pungens
Rubus trifidus
Salacia lehmbachii
Salix petiolaris
Salvadora persica
Salvia absconditiflora
Salvia barrelieri
Salvia caespitosa
Salvia dorisiana
Salvia fruticosa
Salvia lanigera
Salvia mellifera
Salvia officinalis
Salvia pisidica
Salvia sahendica
Salvia sclarea
Salvia syriaca
Salvia yosgadensis
Sanguisorba minor
Santolina chamaecyparissus
Satureja cuneifolia
Satureja wiedemanniana
Saxifraga stolonifera
Scalesia aspera
Schinus molle
Schisandra chinensis
Schistostephium rotundifolium
Scutellaria baicalensis
Senecio squalidus
Senna alexandrina
Sequoia sempervirens
Sequoiadendron giganteum
Seriphidium cinum
Seriphidium herba-alba
Seriphidium spicigerum
Sesbania punicea
Seseli farrenyi
Sideritis brevibracteata
Sideritis dichotoma
Sideritis hirsuta
Sideritis hispida
Sideritis lanata
Sideritis leucantha
Sideritis lyciae
Sideritis perfoliata
Sideritis syriaca
Sideritis tragoriganum
Sideroxylon cubense
Simira eliezeriana
Siphocampylus verticillatus
Solanum crinitum
Solanum stuckertii
Solidago canadensis
Solidago odora
Sorbus pallescens
Stenostomum lucidum
Stevia alpina
Stevia rebaudiana
Styrax
Syringa vulgaris
Syzygium aromaticum
Syzygium cumini
Syzygium nervosum
Tagetes minuta
Tamarix gallica
Tanacetum annuum
Tanacetum parthenium
Tanacetum vulgare
Taxodium huegelii
Thuja occidentalis
Thujopsis dolabrata
Thymbra capitata
Thymbra spicata
Thymus camphoratus
Thymus eigii
Thymus funkii
Thymus kotschyanus
Thymus longicaulis
Thymus quinquecostatus
Thymus riatarum
Thymus saturejoides
Thymus sibthorpii
Thymus thracicus
Thymus vulgaris
Thymus willkommii
Thymus zygioides
Thymus zygis
Toddalia asiatica
Trachyspermum ammi
Trichostema dichotomum
Tubocapsicum anomalum
Umbellularia californica
Uncaria longiflora
Ursinia speciosa
Vaccinium corymbosum
Valeriana officinalis
Valeriana wolgensis
Varronia curassavica
Vepris pilosa
Veratrum shanense
Viburnum chingii
Viola hondoensis
Virola surinamensis
Vitex agnus-castus
Vitex madiensis
Vitex negundo
Vitex trifolia
Vitis vinifera
Wurfbainia compacta
Wurfbainia neoaurantiaca
Wurfbainia villosa
Xylopia aromatica
Xylopia sericea
Zanthoxylum bungeanum
Zanthoxylum chalybeum
Zanthoxylum leprieurii
Zanthoxylum melanostictum
Zanthoxylum schinifolium
Zanthoxylum simulans
Zieria aspalathoides
Zieria granulata
Zingiber officinale
Zingiber zerumbet

Cross-Links

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PubChem 11463
NPASS NPC3649
LOTUS LTS0104525
wikiData Q2405051