beta-Pinene

Details

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Internal ID a9374546-42e5-488e-a072-dff33026be33
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name 6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane
SMILES (Canonical) CC1(C2CCC(=C)C1C2)C
SMILES (Isomeric) CC1(C2CCC(=C)C1C2)C
InChI InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3
InChI Key WTARULDDTDQWMU-UHFFFAOYSA-N
Popularity 3,465 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 3.10
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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127-91-3
Pseudopinene
Nopinene
Terbenthene
Terebenthene
2(10)-Pinene
Pseudopinen
6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane
.beta.-Pinene
Rosemarel
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of beta-Pinene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 + 0.7184 71.84%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.7857 78.57%
Subcellular localzation Lysosomes 0.7266 72.66%
OATP2B1 inhibitior - 0.8485 84.85%
OATP1B1 inhibitior + 0.9218 92.18%
OATP1B3 inhibitior + 0.8860 88.60%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.9400 94.00%
P-glycoprotein inhibitior - 0.9757 97.57%
P-glycoprotein substrate - 0.9377 93.77%
CYP3A4 substrate - 0.5512 55.12%
CYP2C9 substrate - 0.8062 80.62%
CYP2D6 substrate - 0.7846 78.46%
CYP3A4 inhibition - 0.8825 88.25%
CYP2C9 inhibition - 0.7500 75.00%
CYP2C19 inhibition - 0.6602 66.02%
CYP2D6 inhibition - 0.9179 91.79%
CYP1A2 inhibition - 0.8077 80.77%
CYP2C8 inhibition - 0.9329 93.29%
CYP inhibitory promiscuity - 0.7244 72.44%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7100 71.00%
Carcinogenicity (trinary) Non-required 0.4761 47.61%
Eye corrosion - 0.8151 81.51%
Eye irritation + 0.9629 96.29%
Skin irritation - 0.5655 56.55%
Skin corrosion - 0.9730 97.30%
Ames mutagenesis - 0.9800 98.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5596 55.96%
Micronuclear - 0.9600 96.00%
Hepatotoxicity + 0.7875 78.75%
skin sensitisation + 0.8274 82.74%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity - 0.5778 57.78%
Mitochondrial toxicity - 0.6164 61.64%
Nephrotoxicity - 0.6858 68.58%
Acute Oral Toxicity (c) III 0.8344 83.44%
Estrogen receptor binding - 0.9073 90.73%
Androgen receptor binding - 0.7446 74.46%
Thyroid receptor binding - 0.8613 86.13%
Glucocorticoid receptor binding - 0.7551 75.51%
Aromatase binding - 0.8957 89.57%
PPAR gamma - 0.8782 87.82%
Honey bee toxicity - 0.7907 79.07%
Biodegradation + 0.6500 65.00%
Crustacea aquatic toxicity + 0.9600 96.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.95% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.13% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.01% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.84% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.56% 90.17%
CHEMBL1871 P10275 Androgen Receptor 80.19% 96.43%

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 alba
Abies cilicica
Abies magnifica
Abies sachalinensis
Abies sibirica
Abies sibirica subsp. semenovii
Abutilon indicum
Achillea abrotanoides
Achillea asiatica
Achillea grandifolia
Achillea millefolium
Achillea ptarmica
Achillea ptarmica subsp. ptarmica
Achyrospermum africanum
Acokanthera oblongifolia
Acorus calamus
Acorus calamus var. angustatus
Acorus gramineus
Actaea japonica
Actinidia chinensis
Actinodium cunninghamii
Aegle marmelos
Aesculus hippocastanum
Aframomum angustifolium
Aframomum daniellii
Aframomum melegueta
Agastache rugosa
Agathosma betulina
Ageratum conyzoides
Ajania fastigiata
Ajuga chamaepitys
Akebia quinata
Akebia trifoliata
Allium chinense
Allium macrostemon
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera
Aloysia citrodora
Aloysia gratissima
Alpinia breviligulata
Alpinia carinata
Alpinia chinensis
Alpinia conchigera
Alpinia galanga
Alpinia latilabris
Alpinia oxyphylla
Alpinia zerumbet
Ambrosia artemisiifolia
Anethum graveolens
Angelica acutiloba
Angelica archangelica
Angelica dahurica
Angelica gigas
Angelica pubescens
Angelica sinensis
Annona muricata
Annona reticulata
Anthemis aciphylla
Anthemis cotula
Anthriscus cerefolium
Apium graveolens
Aristolochia brevipes
Aristolochia debilis
Artemisia absinthium
Artemisia alba
Artemisia annua
Artemisia argyi
Artemisia campestris subsp. campestris
Artemisia capillaris
Artemisia carvifolia
Artemisia dracunculus
Artemisia halophila
Artemisia lagocephala
Artemisia lagopus
Artemisia macrocephala
Artemisia montana
Artemisia princeps
Artemisia rubripes
Artemisia salsoloides
Artemisia scoparia
Artemisia sericea
Artemisia thuscula
Artemisia tridentata
Artemisia vulgaris
Artemisia xerophytica
Arum maculatum
Asarum asperum
Asarum canadense
Asarum celsum
Asarum fauriei var. takaoi
Asarum heterotropoides
Asarum sakawanum
Asarum sieboldii
Atalantia buxifolia
Athamanta macedonica
Aucklandia costus
Austrobaileya scandens
Averrhoa carambola
Azadirachta indica
Baccharis dracunculifolia
Baccharis tucumanensis
Baccharis uncinella
Bellis perennis
Betula alnoides
Bidens bipinnata
Blepharocalyx salicifolius
Boronia latipinna
Boswellia sacra
Boswellia serrata
Brassica napus
Brassica nigra
Bupleurum chinense
Bupleurum falcatum
Bupleurum fruticescens
Bupleurum fruticosum
Bupleurum gibraltaricum
Bupleurum rigidum
Bupleurum scorzonerifolium
Callicarpa americana
Cananga odorata
Canarium luzonicum
Canella winterana
Cannabis sativa
Cantinoa mutabilis
Capillipedium parviflorum
Capsicum annuum
Carapichea ipecacuanha
Cassinia quinquefaria
Catha edulis
Cedrus libani
Centella asiatica
Centratherum punctatum
Chaerophyllum bulbosum
Chaerophyllum macrospermum
Chamaecyparis formosensis
Chamaecyparis lawsoniana
Chamaemelum nobile
Chiliadenus lopadusanus
Chromolaena odorata
Chrysanthemum indicum
Chrysanthemum morifolium
Chrysopogon zizanioides
Cinnamomum aromaticum
Cinnamomum camphora
Cinnamomum impressinervium
Cinnamomum sieboldii
Cinnamomum tamala
Cinnamomum verum
Cistus clusii
Cistus creticus
Cistus ladanifer
Citrus × aurantium
Citrus deliciosa
Citrus maxima
Citrus medica
Citrus trifoliata
Cleistopholis patens
Cleonia lusitanica
Clinopodium brownei
Clinopodium gilliesii
Clinopodium grandiflorum
Clinopodium menthifolium subsp. menthifolium
Clinopodium nepeta subsp. spruneri
Clinopodium pamphylicum
Clinopodium serpyllifolium subsp. fruticosum
Clinopodium suaveolens
Cnidium monnieri
Codonopsis pilosula
Coespeletia timotensis
Commiphora gurreh
Condea verticillata
Conioselinum anthriscoides
Conocephalum japonicum
Coriandrum sativum
Corymbia maculata
Cota tinctoria
Cotinus coggygria
Croton adenocalyx
Croton eluteria
Croton lachnostachyus
Croton malambo
Croton micans
Croton nepetifolius
Croton sonderianus
Croton triangularis
Cryptocarya agathophylla
Cryptomeria japonica
Cuminum cyminum
Cunila fasciculata
Cupressus nootkatensis
Cupressus sempervirens
Curcuma aeruginosa
Curcuma harmandii
Curcuma kwangsiensis
Curcuma longa
Curcuma mangga
Curcuma phaeocaulis
Curcuma pierreana
Curcuma wenyujin
Curcuma zedoaria
Cyclotrichium niveum
Cymbopogon distans
Cymbopogon flexuosus
Cyperus erectus
Cyperus rotundus
Dacrydium nidulum
Daucus carota
Diplotaenia cachrydifolia
Echinacea pallida
Echinophora chrysantha
Echinophora tenuifolia
Echinophora tenuifolia subsp. sibthorpiana
Egletes viscosa
Elettaria cardamomum
Elsholtzia blanda
Elsholtzia ciliata
Elsholtzia fruticosa
Elsholtzia pilosa
Elsholtzia splendens
Elwendia persica
Entandrophragma cylindricum
Ephedra sinica
Erigeron canadensis
Erigeron philadelphicus
Espeletia weddellii
Etlingera elatior
Eucalyptus apodophylla
Eucalyptus brassiana
Eucalyptus camaldulensis
Eucalyptus cloeziana
Eucalyptus dealbata
Eucalyptus delegatensis
Eucalyptus globulus
Eucalyptus grandis
Eucalyptus jensenii
Eucalyptus leucoxylon
Eucalyptus nitens
Eucalyptus nova-anglica
Eucalyptus pulverulenta
Eucalyptus radiata
Eucalyptus sideroxylon
Eucalyptus staigeriana
Eucalyptus stenostoma
Eucalyptus tetraptera
Eupatorium cannabinum
Eupatorium capillifolium
Eupatorium fortunei
Ferula assa-foetida
Ferula fukanensis
Ferula gummosa
Ferula ovina
Ferulago nodosa
Foeniculum vulgare
Forsythia suspensa
Forsythia viridissima
Glaucosciadium cordifolium
Glebionis coronaria
Glehnia littoralis
Gossypium hirsutum
Gossypium sturtianum
Grindelia hirsutula
Gutierrezia sarothrae
Hansenia forbesii
Hansenia weberbaueriana
Haplopappus foliosus
Hedychium coronarium
Hedyosmum mexicanum
Helichrysum bracteiferum
Helichrysum odoratissimum
Helichrysum taenari
Heracleum dissectum
Heracleum persicum
Hesperis matronalis
Hesperozygis rhododon
Heteranthemis viscidi-hirta
Heteropyxis natalensis
Houttuynia cordata
Humulus lupulus
Hymenocrater incanus
Hypericum androsaemum
Hypericum foliosum
Hypericum heterophyllum
Hypericum hircinum
Hypericum perfoliatum
Hypericum perforatum
Hypericum rumeliacum
Hypericum triquetrifolium
Hyptis emoryi
Hyptis spicigera
Hyptis suaveolens
Hyssopus officinalis
Hyssopus officinalis subsp. aristatus
Hyssopus seravschanicus
Illicium difengpi
Illicium verum
Inula helenium
Isodon melissoides
Isodon rubescens
Juglans nigra
Juglans regia
Jungermannia vulcanicola
Juniperus communis
Juniperus durangensis
Juniperus monticola
Keteleeria davidiana
Kippistia suaedifolia
Kunzea ericoides
Kunzea salina
Laggera crispata
Lantana camara
Lanxangia tsaoko
Larix gmelinii var. gmelinii
Larix gmelinii var. olgensis
Larix kaempferi
Larix occidentalis
Larix sibirica
Laser trilobum
Laurus nobilis
Lavandula angustifolia
Lavandula angustifolia subsp. angustifolia
Lavandula latifolia
Lavandula stoechas
Lavandula stoechas subsp. luisieri
Leonotis leonurus
Lepechinia chamaedryoides
Lepechinia floribunda
Leptospermum scoparium
Levisticum officinale
Ligusticum officinale
Ligusticum striatum
Lindera aggregata
Lindera neesiana
Lippia kituiensis
Lippia multiflora
Liquidambar orientalis
Liquidambar styraciflua
Liriodendron tulipifera
Litchi chinensis
Litsea cubeba
Litsea glaucescens
Lonicera japonica
Machilus japonica
Machilus thunbergii
Magnolia biondii
Magnolia denudata
Magnolia kobus
Magnolia liliiflora
Magnolia obovata
Magnolia officinalis
Magnolia salicifolia
Magnolia sprengeri
Mangifera indica
Marsupella emarginata
Melaleuca alternifolia
Melaleuca linariifolia
Melaleuca squarrosa
Mentha × piperita
Mentha × verticillata
Mentha aquatica
Mentha arvensis
Mentha canadensis
Mentha longifolia
Mentha pulegium
Mentha spicata
Mentha suaveolens
Micromeria biflora
Micromeria maderensis
Micromeria myrtifolia
Mikania cordifolia
Mikania monagasensis
Minthostachys andina
Minthostachys glabrescens
Minthostachys mollis
Molopospermum peloponnesiacum
Monanthotaxis capea
Monarda citriodora
Monarda fistulosa
Monardella hypoleuca
Montanoa tomentosa
Mosla cavaleriei
Mosla chinensis
Murraya paniculata
Myrcianthes cisplatensis
Myrcianthes fragrans
Myristica fragrans
Myrtus communis
Nelumbo lutea
Nepeta binaloudensis
Nepeta crispa
Nepeta nepetella
Nepeta nuda
Nepeta racemosa
Nepeta tenuifolia
Nepeta teydea
Nepeta trachonitica
Nepeta viscida
Nicotiana alata
Ocimum americanum
Ocimum basilicum
Ocimum campechianum
Ocimum gratissimum
Ocimum gratissimum subsp. gratissimum
Ocimum kilimandscharicum
Oenanthe aquatica
Olearia phlogopappa
Ophryosporus charua
Ophrys × arachnitiformis
Origanum acutidens
Origanum cordifolium
Origanum dictamnus
Origanum hypericifolium
Origanum laevigatum
Origanum majorana
Origanum minutiflorum
Origanum onites
Origanum sipyleum
Origanum syriacum
Origanum vulgare
Origanum vulgare subsp. gracile
Origanum vulgare subsp. virens
Osbornia octodonta
Paeonia anomala subsp. veitchii
Panax ginseng
Panax notoginseng
Panax quinquefolius
Parthenium argentatum
Pelargonium endlicherianum
Pelargonium quercifolium
Perilla frutescens
Persea americana
Peucedanum oreoselinum
Peucedanum zenkeri
Phlomis fruticosa
Phlomis lanata
Phyla nodiflora
Picea abies
Picea glehnii
Picea koraiensis
Picea orientalis
Picea rubens
Picea schrenkiana
Pimenta racemosa
Pimpinella serbica
Pinus brutia var. pityusa
Pinus caribaea
Pinus cembra
Pinus cembroides
Pinus contorta
Pinus densiflora
Pinus flexilis
Pinus heldreichii
Pinus lambertiana
Pinus longaeva
Pinus merkusii
Pinus oocarpa
Pinus palustris
Pinus ponderosa
Pinus pumila
Pinus sylvestris
Pinus taeda
Piper aduncum
Piper auritum
Piper betle
Piper cernuum
Piper corcovadense
Piper cubeba
Piper gaudichaudianum
Piper guineense
Piper kadsura
Piper marginatum
Piper nigrum
Piper obliquum
Piper sylvestre
Pistacia atlantica
Pistacia vera
Pittosporum balfourii
Platycladus orientalis
Pleodendron costaricense
Pogostemon cablin
Poliomintha incana
Porophyllum ruderale
Prangos uechtritzii
Prunella vulgaris
Pseudotsuga menziesii
Psiadia altissima
Psidium guineense
Psidium salutare
Pteronia incana
Ptychopetalum olacoides
Punica granatum
Pycnanthemum floridanum
Quercus ilex
Renealmia alpinia
Rhodiola rosea
Rhododendron dauricum
Rhododendron ferrugineum
Rhododendron micranthum
Rhododendron mucronulatum
Rosmarinus officinalis
Salvia absconditiflora
Salvia aurea
Salvia caespitosa
Salvia columbariae
Salvia cuspidata subsp. gilliesii
Salvia dorisiana
Salvia fruticosa
Salvia hydrangea
Salvia officinalis
Salvia sahendica
Salvia sclarea
Salvia syriaca
Salvia vermifolia
Santiria trimera
Santolina chamaecyparissus
Santolina rosmarinifolia
Saposhnikovia divaricata
Sassafras albidum
Satureja cuneifolia
Satureja hortensis
Satureja montana
Satureja spicigera
Satureja thymbra
Satureja wiedemanniana
Scalesia pedunculata
Scandix australis
Schinus latifolius
Schinus molle
Schisandra chinensis
Scleromitrion diffusum
Senna alexandrina
Sequoia sempervirens
Sequoiadendron giganteum
Seriphidium herba-alba
Sideritis congesta
Sideritis dichotoma
Sideritis hirsuta
Sideritis hispida
Sideritis lyciae
Sideritis perfoliata
Sideritis perfoliata subsp. athoa
Sideritis raeseri
Sideritis romana
Sideritis rubriflora
Sideritis tragoriganum
Sium latifolium
Solanecio biafrae
Solanum habrochaites
Solanum stuckertii
Solidago canadensis
Solidago odora
Sphagneticola trilobata
Stachys recta
Stevia rebaudiana
Syzygium aromaticum
Syzygium cumini
Syzygium nervosum
Tagetes filifolia
Tagetes minuta
Tamarindus indica
Tambourissa leptophylla
Tanacetum annuum
Tanacetum millefolium
Tanacetum parthenium
Tanacetum vulgare
Targionia hypophylla
Taxodium distichum
Tessaria fastigiata
Tetradium ruticarpum
Teucrium cyprium
Teucrium leucocladum
Teucrium melissoides
Teucrium montanum
Teucrium polium
Teucrium polium subsp. polium
Teucrium salviastrum
Thapsia maxima
Thuja occidentalis
Thymbra capitata
Thymbra spicata
Thymus × citriodorus
Thymus baeticus
Thymus broussonetii
Thymus camphoratus
Thymus cilicicus
Thymus eigii
Thymus fedtschenkoi
Thymus funkii
Thymus kotschyanus
Thymus longicaulis
Thymus membranaceus
Thymus nummularius
Thymus piperella
Thymus quinquecostatus
Thymus revolutus
Thymus riatarum
Thymus saturejoides
Thymus sibthorpii
Thymus thracicus
Thymus vulgaris
Thymus willkommii
Thymus zygioides
Thymus zygis
Tithonia diversifolia
Toddalia asiatica
Trachyspermum ammi
Trichostema dichotomum
Umbellularia californica
Uvaria chamae
Vaccinium vitis-idaea
Valeriana jatamansi
Valeriana officinalis
Vanda falcata
Varronia curassavica
Virola surinamensis
Vitex agnus-castus
Vitex negundo
Vitex trifolia
Vitex trifolia subsp. litoralis
Wurfbainia compacta
Wurfbainia longiligularis
Wurfbainia villosa
Wurfbainia villosa var. xanthioides
Xenophyllum poposum
Xylopia aethiopica
Xylopia aromatica
Xylopia parviflora
Xylopia sericea
Zanthoxylum bungeanum
Zanthoxylum gilletii
Zanthoxylum schinifolium
Zanthoxylum simulans
Zanthoxylum zanthoxyloides
Zea mays
Zingiber mioga
Zingiber montanum
Zingiber officinale
Zingiber zerumbet

Cross-Links

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PubChem 14896
NPASS NPC78551
LOTUS LTS0117550
wikiData Q300928