gamma-Terpinene

Details

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Internal ID 02bba62e-94bf-4577-a8e9-18a1bd7546c3
Taxonomy Hydrocarbons > Unsaturated hydrocarbons > Branched unsaturated hydrocarbons
IUPAC Name 1-methyl-4-propan-2-ylcyclohexa-1,4-diene
SMILES (Canonical) CC1=CCC(=CC1)C(C)C
SMILES (Isomeric) CC1=CCC(=CC1)C(C)C
InChI InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3
InChI Key YKFLAYDHMOASIY-UHFFFAOYSA-N
Popularity 1,887 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) 3.31
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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99-85-4
p-Mentha-1,4-diene
Crithmene
Moslene
gamma-Terpinen
1,4-p-Menthadiene
4-Isopropyl-1-methyl-1,4-cyclohexadiene
.gamma.-Terpinen
TERPINENE, ALPHA
.gamma.-Terpinene
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of gamma-Terpinene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9934 99.34%
Caco-2 + 0.9392 93.92%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability + 0.7571 75.71%
Subcellular localzation Lysosomes 0.5344 53.44%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.9618 96.18%
OATP1B3 inhibitior + 0.9298 92.98%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.8862 88.62%
P-glycoprotein inhibitior - 0.9850 98.50%
P-glycoprotein substrate - 0.9587 95.87%
CYP3A4 substrate - 0.6795 67.95%
CYP2C9 substrate - 0.8110 81.10%
CYP2D6 substrate - 0.7415 74.15%
CYP3A4 inhibition - 0.8629 86.29%
CYP2C9 inhibition - 0.8750 87.50%
CYP2C19 inhibition - 0.8893 88.93%
CYP2D6 inhibition - 0.9106 91.06%
CYP1A2 inhibition - 0.7565 75.65%
CYP2C8 inhibition - 0.9927 99.27%
CYP inhibitory promiscuity - 0.6905 69.05%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.5236 52.36%
Carcinogenicity (trinary) Warning 0.5576 55.76%
Eye corrosion + 0.5816 58.16%
Eye irritation + 0.9853 98.53%
Skin irritation + 0.8335 83.35%
Skin corrosion - 0.9312 93.12%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5486 54.86%
Micronuclear - 0.9800 98.00%
Hepatotoxicity + 0.6620 66.20%
skin sensitisation + 0.9205 92.05%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.7800 78.00%
Nephrotoxicity + 0.6597 65.97%
Acute Oral Toxicity (c) III 0.8413 84.13%
Estrogen receptor binding - 0.9883 98.83%
Androgen receptor binding - 0.8826 88.26%
Thyroid receptor binding - 0.9262 92.62%
Glucocorticoid receptor binding - 0.9022 90.22%
Aromatase binding - 0.9234 92.34%
PPAR gamma - 0.9316 93.16%
Honey bee toxicity - 0.9567 95.67%
Biodegradation + 0.7500 75.00%
Crustacea aquatic toxicity + 0.7900 79.00%
Fish aquatic toxicity + 0.9961 99.61%

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
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 85.35% 86.00%
CHEMBL2581 P07339 Cathepsin D 84.20% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 84.02% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.33% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.15% 93.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.01% 96.09%

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 sachalinensis
Abies sibirica subsp. semenovii
Achillea abrotanoides
Achillea clypeolata
Achillea erba-rotta
Achillea millefolium
Achillea ptarmica subsp. ptarmica
Aconitum episcopale
Acorus calamus
Acorus gramineus
Actinodium cunninghamii
Aegle marmelos
Aeollanthus pubescens
Aframomum angustifolium
Aframomum melegueta
Agastache rugosa
Agathosma betulina
Agnorhiza bolanderi
Ajania fastigiata
Akebia quinata
Akebia trifoliata
Aloysia citrodora
Alpinia breviligulata
Alpinia galanga
Alpinia zerumbet
Ambrosia artemisiifolia
Anaxagorea crassipetala
Anethum graveolens
Angelica acutiloba
Angelica dahurica
Angelica gigas
Angelica sinensis
Anisotome antipoda
Annona cascarilloides
Anthemis aciphylla
Apium graveolens
Araujia sericifera
Ardisia humilis
Arnica nevadensis
Artemisia absinthium
Artemisia afra
Artemisia annua
Artemisia arborescens
Artemisia argyi
Artemisia capillaris
Artemisia carvifolia
Artemisia gmelinii
Artemisia halophila
Artemisia montana
Artemisia princeps
Artemisia salsoloides
Artemisia sericea
Artemisia thuscula
Artemisia xerophytica
Asarum heterotropoides
Asarum sieboldii
Aspalathus linearis
Asterolasia squamuligera
Atalantia buxifolia
Athamanta macedonica
Athanasia crithmifolia
Atractylodes lancea
Aucklandia costus
Austrobaileya scandens
Baccharis dracunculifolia
Baccharis tucumanensis
Baeckea frutescens
Bazzania japonica
Bellis perennis
Berberis julianae
Beyeria sulcata var. brevipes
Bidens andicola
Blepharocalyx salicifolius
Boswellia sacra
Bothriochloa bladhii
Bridelia ferruginea
Bunium paucifolium
Bupleurum fruticescens
Bupleurum fruticosum
Bursaria spinosa
Bystropogon origanifolius
Calycolpus warszewiczianus
Canarium luzonicum
Canella winterana
Cannabis sativa
Capsicum annuum
Carapichea ipecacuanha
Cardamine heptaphylla
Carum carvi
Catha edulis
Catharanthus roseus
Cedrus libani
Centella asiatica
Cerbera odollam
Chaerophyllum azoricum
Chamaecyparis lawsoniana
Chamaecyparis obtusa
Chiliadenus lopadusanus
Chloranthus tianmushanensis
Chromolaena odorata
Chromolaena pulchella
Chrysanthemum indicum
Cinnamomum aromaticum
Cinnamomum burmanni
Cinnamomum chekiangense
Cinnamomum verum
Cistus creticus
Cistus monspeliensis
Citrus × aurantium
Citrus deliciosa
Citrus limon
Citrus maxima
Citrus medica
Citrus trifoliata
Cleistopholis patens
Cleonia lusitanica
Clinopodium grandiflorum
Clinopodium nepeta subsp. spruneri
Clinopodium serpyllifolium subsp. fruticosum
Cneorum pulverulentum
Codonocarpus attenuatus
Coespeletia timotensis
Commiphora gurreh
Conioselinum anthriscoides
Coriandrum sativum
Corymbia citriodora
Craibia grandiflora
Crateva magna
Crithmum maritimum
Croton adenocalyx
Croton eluteria
Croton glandulosus
Croton sonderianus
Croton stelluliferus
Cryptocarya agathophylla
Cryptomeria japonica
Cuminum cyminum
Cunila microcephala
Cupressus macrocarpa
Cupressus sempervirens
Curcuma kwangsiensis
Curcuma longa
Curcuma phaeocaulis
Curcuma pierreana
Curcuma wenyujin
Curcuma zedoaria
Cymbopogon flexuosus
Cymbopogon schoenanthus
Dacrydium nidulum
Daucus carota
Daucus carota subsp. carota
Dendrosenecio kilimanjari
Diospyros verrucosa
Diplotaenia cachrydifolia
Dipterocarpus alatus
Drosera peltata
Ducrosia ismaelis
Echinophora tenuifolia
Echinophora trichophylla
Echinops amplexicaulis
Elettaria cardamomum
Elsholtzia bodinieri
Elsholtzia fruticosa
Elsholtzia pilosa
Elsholtzia splendens
Elwendia persica
Ephedra sinica
Erigeron canadensis
Eryngium foetidum
Eucalyptus apodophylla
Eucalyptus brassiana
Eucalyptus bridgesiana
Eucalyptus camaldulensis
Eucalyptus cloeziana
Eucalyptus crenulata
Eucalyptus dealbata
Eucalyptus delegatensis
Eucalyptus forrestiana
Eucalyptus globulus
Eucalyptus jensenii
Eucalyptus leucoxylon
Eucalyptus longifolia
Eucalyptus nitens
Eucalyptus nova-anglica
Eucalyptus pulverulenta
Eucalyptus radiata
Eugenia uniflora
Euonymus nanoides
Eupatorium fortunei
Ferulago nodosa
Ficus formosana
Foeniculum vulgare
Forsythia suspensa
Forsythia viridissima
Garcinia oligantha
Gardenia fosbergii
Gossypium hirsutum
Gossypium sturtianum
Hansenia forbesii
Hansenia weberbaueriana
Hedychium coronarium
Hedyosmum mexicanum
Helichrysum bracteiferum
Helichrysum odoratissimum
Heracleum dissectum
Heracleum persicum
Heteranthemis viscidi-hirta
Homalomena occulta
Houttuynia cordata
Humulus lupulus
Hypericum hyssopifolium
Hypericum perforatum
Hyptis emoryi
Hyptis spicigera
Hyptis suaveolens
Hyssopus officinalis subsp. aristatus
Hyssopus seravschanicus
Ilex affinis
Illicium difengpi
Illicium verum
Iris spuria
Isodon melissoides
Isodon umbrosus
Jacobaea subalpina
Juglans regia
Jungermannia vulcanicola
Juniperus communis
Juniperus drupacea
Juniperus excelsa
Juniperus foetidissima
Juniperus jaliscana
Juniperus monticola
Juniperus rigida
Kaempferia pulchra
Kunzea ericoides
Laggera crispata
Lagoecia cuminoides
Lantana camara
Lantana ukambensis
Larix gmelinii var. gmelinii
Larix kaempferi
Larix lyallii
Larix sibirica
Laurus nobilis
Lavandula angustifolia
Lavandula angustifolia subsp. angustifolia
Lavandula latifolia
Lavandula stoechas
Leonotis leonurus
Lepechinia chamaedryoides
Lepechinia floribunda
Leptospermum scoparium
Levisticum officinale
Ligularia hodgsonii
Ligusticum officinale
Ligusticum striatum
Lippia multiflora
Lippia origanoides
Liquidambar orientalis
Liquidambar styraciflua
Liriodendron tulipifera
Litchi chinensis
Litogyne gariepina
Litsea cubeba
Litsea glaucescens
Magnolia biondii
Magnolia denudata
Magnolia kobus
Magnolia liliiflora
Magnolia salicifolia
Magnolia sprengeri
Mangifera indica
Melaleuca alternifolia
Melaleuca linariifolia
Melaleuca squarrosa
Mentha × piperita
Mentha aquatica
Mentha arvensis
Mentha canadensis
Mentha pulegium
Mentha suaveolens
Micromeria biflora
Micromeria croatica
Micromeria myrtifolia
Micromeria varia subsp. thymoides
Minthostachys andina
Minthostachys glabrescens
Monarda citriodora
Monarda fistulosa
Moringa oleifera
Mosla cavaleriei
Mosla chinensis
Myrcianthes fragrans
Myristica fragrans
Myrrhis odorata
Myrtus communis
Narcissus tazetta
Nelumbo lutea
Nepeta annua
Nepeta crispa
Nepeta multifida
Nepeta nuda
Nepeta racemosa
Nepeta viscida
Ocimum americanum
Ocimum basilicum
Odixia angusta
Oplopanax elatus
Opuntia ficus-indica
Origanum × adanense
Origanum acutidens
Origanum cordifolium
Origanum dictamnus
Origanum floribundum
Origanum hypericifolium
Origanum laevigatum
Origanum majorana
Origanum majoricum
Origanum minutiflorum
Origanum onites
Origanum ramonense
Origanum sipyleum
Origanum syriacum
Origanum vulgare
Origanum vulgare subsp. gracile
Origanum vulgare subsp. virens
Osbornia octodonta
Osmorhiza aristata
Pelargonium citronellum
Pelargonium quercifolium
Persea americana
Peucedanum oreoselinum
Phaseolus vulgaris
Phyla nodiflora
Phyllocladus trichomanoides
Picea abies
Picea glehnii
Picea koraiensis
Pilocarpus pauciflorus
Pimenta racemosa
Pimpinella anisum
Pimpinella serbica
Pinus aristata
Pinus brutia var. pityusa
Pinus cembra
Pinus densiflora
Pinus flexilis
Pinus heldreichii
Pinus merkusii
Pinus pumila
Pinus remota
Pinus sylvestris
Piper aduncum
Piper auritum
Piper cubeba
Piper guineense
Piper marginatum
Piper nigrum
Piper sylvestre
Pistacia vera
Platycladus orientalis
Plectranthus ovatus
Pleogyne australis
Pluchea dioscoridis
Podophyllum hexandrum
Polygala amara
Polygala senega
Porophyllum ruderale
Prosopis glandulosa
Protium heptaphyllum
Prunus laurocerasus
Psidium salutare
Pteris plumieri
Punica granatum
Pyrola decorata
Pyrola rotundifolia
Quercus cerris
Quercus ilex
Quercus serrata
Rhodiola rosea
Rhododendron mucronulatum
Rosmarinus officinalis
Rubus allegheniensis
Rubus trifidus
Salvia abrotanoides
Salvia absconditiflora
Salvia caespitosa
Salvia dorisiana
Salvia fruticosa
Salvia hydrangea
Salvia mellifera
Salvia officinalis
Salvia pomifera
Salvia sclarea
Santolina chamaecyparissus
Santolina insularis
Satureja bachtiarica
Satureja boissieri
Satureja cuneifolia
Satureja hortensis
Satureja montana
Satureja spicigera
Satureja thymbra
Satureja wiedemanniana
Scalesia aspera
Schinus molle
Schisandra chinensis
Scutellaria lateriflora
Senecio squalidus
Senna alexandrina
Sequoia sempervirens
Sequoiadendron giganteum
Seriphidium cinum
Seriphidium herba-alba
Seriphidium spicigerum
Sesbania punicea
Seseli farrenyi
Sideritis dichotoma
Sideritis hirsuta
Sideritis hispida
Sideritis leucantha
Sideritis lyciae
Sideritis perfoliata
Sideritis romana
Sideritis tragoriganum
Simira eliezeriana
Solidago canadensis
Solidago odora
Sorbus pallescens
Stachys glutinosa
Steganotaenia araliacea
Stenostomum lucidum
Stephania sutchuenensis
Stevia alpina
Stevia rebaudiana
Swertia japonica
Syzygium cumini
Syzygium samarangense
Tagetes minuta
Tanacetum annuum
Tanacetum parthenium
Tanacetum vulgare
Taxodium huegelii
Tetraneuris acaulis
Teucrium cyprium
Teucrium leucocladum
Teucrium montanum
Teucrium polium subsp. polium
Teucrium salviastrum
Thapsia maxima
Thuja occidentalis
Thuja plicata
Thymbra capitata
Thymbra spicata
Thymus × citriodorus
Thymus broussonetii
Thymus camphoratus
Thymus eigii
Thymus fedtschenkoi
Thymus funkii
Thymus kotschyanus
Thymus longicaulis
Thymus membranaceus
Thymus nummularius
Thymus pastoralis
Thymus pectinatus
Thymus piperella
Thymus pubescens
Thymus pulegioides
Thymus quinquecostatus
Thymus revolutus
Thymus riatarum
Thymus saturejoides
Thymus sibthorpii
Thymus thracicus
Thymus vulgaris
Thymus willkommii
Thymus zygioides
Thymus zygis
Tithonia diversifolia
Trachyspermum ammi
Trachyspermum anethifolium
Trachyspermum roxburghianum
Trichostema dichotomum
Umbellularia californica
Unonopsis glaucopetala
Valeriana jatamansi
Valeriana officinalis
Varronia curassavica
Virola surinamensis
Vitex agnus-castus
Vitex madiensis
Vitex negundo
Vitex trifolia
Vitis rotundifolia
Vitis vinifera
Wurfbainia compacta
Wurfbainia neoaurantiaca
Xenophyllum poposum
Xylocarpus moluccensis
Xylopia aromatica
Xylopia sericea
Zanthoxylum armatum
Zanthoxylum bungeanum
Zanthoxylum chalybeum
Zanthoxylum schinifolium
Zanthoxylum simulans
Zanthoxylum zanthoxyloides
Zataria multiflora
Zieria pilosa
Zieria smithii
Zingiber montanum
Zingiber officinale
Zingiber zerumbet

Cross-Links

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PubChem 7461
NPASS NPC213749
LOTUS LTS0232891
wikiData Q423975