(+)-alpha-Pinene

Details

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Internal ID 206349a4-a6fe-4566-961c-54e1f4c9e507
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name (1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
SMILES (Canonical) CC1=CCC2CC1C2(C)C
SMILES (Isomeric) CC1=CC[C@@H]2C[C@H]1C2(C)C
InChI InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1
InChI Key GRWFGVWFFZKLTI-RKDXNWHRSA-N
Popularity 127 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) 3.00
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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7785-70-8
(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
(1R)-(+)-alpha-Pinene
alpha-Pinene, (+)-
(1R,5R)-alpha-pinene
d-.alpha.-Pinene
(+)-Pin-2(3)-ene
alpha-Pinene(dextro)
1R-(+)-a-pinene
(+)-.alpha.-Pinene
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (+)-alpha-Pinene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9941 99.41%
Caco-2 + 0.6490 64.90%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability + 0.8286 82.86%
Subcellular localzation Lysosomes 0.6933 69.33%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.9538 95.38%
OATP1B3 inhibitior + 0.9024 90.24%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.9140 91.40%
P-glycoprotein inhibitior - 0.9749 97.49%
P-glycoprotein substrate - 0.9284 92.84%
CYP3A4 substrate - 0.5864 58.64%
CYP2C9 substrate - 0.8062 80.62%
CYP2D6 substrate - 0.7846 78.46%
CYP3A4 inhibition - 0.8558 85.58%
CYP2C9 inhibition - 0.7584 75.84%
CYP2C19 inhibition - 0.6577 65.77%
CYP2D6 inhibition - 0.8950 89.50%
CYP1A2 inhibition - 0.8844 88.44%
CYP2C8 inhibition - 0.9590 95.90%
CYP inhibitory promiscuity - 0.5287 52.87%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.4741 47.41%
Eye corrosion - 0.8107 81.07%
Eye irritation + 0.9629 96.29%
Skin irritation + 0.5781 57.81%
Skin corrosion - 0.9041 90.41%
Ames mutagenesis - 0.9800 98.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5110 51.10%
Micronuclear - 0.9641 96.41%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation + 0.8521 85.21%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity - 0.5437 54.37%
Nephrotoxicity - 0.7361 73.61%
Acute Oral Toxicity (c) III 0.8258 82.58%
Estrogen receptor binding - 0.9178 91.78%
Androgen receptor binding - 0.8454 84.54%
Thyroid receptor binding - 0.8973 89.73%
Glucocorticoid receptor binding - 0.8895 88.95%
Aromatase binding - 0.9220 92.20%
PPAR gamma - 0.8581 85.81%
Honey bee toxicity - 0.8532 85.32%
Biodegradation + 0.8000 80.00%
Crustacea aquatic toxicity + 0.7900 79.00%
Fish aquatic toxicity + 0.9936 99.36%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.36% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.67% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.52% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 84.35% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.55% 97.25%

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 magnifica
Achillea clypeolata
Achillea fragrantissima
Achillea millefolium
Acokanthera oblongifolia
Aconitum violaceum
Acorus calamus
Acorus calamus var. angustatus
Acorus gramineus
Adina trichotoma
Afraegle paniculata
Agastache rugosa
Aizoon africanum
Akebia quinata
Akebia trifoliata
Alangium premnifolium
Alcea rosea
Allium chinense
Allium macrostemon
Aloysia citrodora
Alpinia flabellata
Alpinia galanga
Alpinia oxyphylla
Alpinia roxburghii
Ammodendron karelinii
Anacyclus pyrethrum
Angelica acutiloba
Angelica archangelica
Angelica dahurica
Angelica genuflexa
Angelica gigas
Angelica japonica
Angelica sinensis
Angelica tarokoensis
Araucaria cunninghamii
Aristolochia debilis
Artemisia annua
Artemisia argyi
Artemisia capillaris
Artemisia carvifolia
Artemisia judaica
Artemisia montana
Artemisia princeps
Artemisia vulgaris
Artemisia xerophytica
Asarum canadense
Asarum europaeum
Asarum heterotropoides
Asarum sieboldii
Aster tataricus
Asterolasia squamuligera
Astragalus glycyphyllos
Athanasia crithmifolia
Atherosperma moschatum
Athrixia elata
Atractylodes lancea
Aucklandia costus
Baccharis alaternoides
Baccharis sarothroides
Baccharis truncata
Backhousia angustifolia
Balanops australiana
Benincasa hispida
Berberis julianae
Bidens andicola
Bombax ceiba
Bowdichia nitida
Brachylaena perrieri
Breonia chinensis
Bridelia ferruginea
Buglossoides arvensis
Bunium paucifolium
Bupleurum chinense
Bupleurum falcatum
Bupleurum scorzonerifolium
Bystropogon origanifolius
Calycanthus floridus
Campylotropis hirtella
Capparis flavicans
Capsicum annuum
Cardamine heptaphylla
Carum carvi
Cassinia subtropica
Catha edulis
Catharanthus roseus
Centaurea benedicta
Centaurea cheiranthifolia
Centella asiatica
Cerbera odollam
Ceropegia dichotoma
Chamaecyparis obtusa
Chloranthus fortunei
Chrysanthemum indicum
Chrysanthemum morifolium
Chuquiraga erinacea
Cinnamomum aromaticum
Cinnamomum chekiangense
Cinnamomum oliveri
Cinnamomum verum
Citrus × aurantium
Citrus deliciosa
Citrus maxima
Citrus medica
Citrus trifoliata
Cladanthus arabicus
Cneorum pulverulentum
Cnidium monnieri
Codonocarpus attenuatus
Codonopsis pilosula
Colchicum arenarium
Condea verticillata
Conioselinum anthriscoides
Coptis omeiensis
Coriandrum sativum
Crateva magna
Cratoxylum formosum subsp. pruniflorum
Crinum jagus
Crinum moorei
Crocus sativus
Crotalaria candicans
Croton malambo
Cryptomeria japonica
Cryptotaenia japonica
Cuphea hyssopifolia
Cupressus nootkatensis
Curcuma kwangsiensis
Curcuma longa
Curcuma phaeocaulis
Curcuma wenyujin
Curcuma zedoaria
Curio talinoides
Cuscuta australis
Cylindrolobus mucronatus
Cymbopogon jwarancusa subsp. olivieri
Cyperus papyrus
Cyperus rotundus
Dacryodes excelsa
Daphnandra johnsonii
Daucus carota
Davallia perdurans
Delphinium shawurense
Dendrobium loddigesii
Dianella revoluta
Diospyros ferrea
Diospyros verrucosa
Diplotropis ferruginea
Distephanus angulifolius
Elettaria cardamomum
Elsholtzia ciliata
Elsholtzia splendens
Ephedra sinica
Epimedium davidii
Erysimum odoratum
Erythrina burttii
Espeletiopsis guacharaca
Eucalyptus apodophylla
Eucalyptus crenulata
Eucalyptus deglupta
Eucalyptus viminalis
Euonymus nanoides
Euonymus tingens
Eupatorium fortunei
Euphorbia cornigera
Euphorbia palustris
Euphorbia pithyusa
Euphrasia regelii
Fagraea gracilipes
Farfugium japonicum
Ferula fukanensis
Foeniculum vulgare
Forsythia suspensa
Forsythia viridissima
Fouquieria diguetii
Fritillaria monantha
Frullania tamarisci
Garcinia xipshuanbannaensis
Glehnia littoralis
Globba variabilis
Glycosmis macrophylla
Gonzalezia decurrens
Grazielia serrata
Gutierrezia microcephala
Gypsophila perfoliata
Gyrothyra underwoodiana
Halocarpus bidwillii
Hansenia forbesii
Hansenia weberbaueriana
Hartwrightia floridana
Helichrysum graveolens
Heracleum sphondylium
Heracleum yungningense
Heteroscyphus planus
Heterotheca inuloides
Hippeastrum aulicum
Holarrhena floribunda
Hortonia angustifolia
Houttuynia cordata
Humulus lupulus
Hylocomium splendens
Hypericum perforatum
Hypericum polyanthemum
Ilex amara
Illicium difengpi
Illicium verum
Inula helenium
Ipomoea hederacea
Iryanthera paraensis
Isodon flexicaulis
Isodon japonicus
Jacobaea erucifolia subsp. argunensis
Jacobaea subalpina
Julbernardia globiflora
Juniperus chinensis
Juniperus communis
Juniperus drupacea
Juniperus oxycedrus
Keteleeria davidiana
Kippistia suaedifolia
Knightia excelsa
Kokoona ochracea
Kokoona reflexa
Laggera crispata
Lamprolobium fruticosum
Larix decidua
Larix sibirica
Lasiosiphon lampranthus
Lathyrus latifolius
Lathyrus nissolia
Laurus nobilis
Leonurus glaucescens
Leonurus japonicus
Leonurus persicus
Lepidium draba
Ligularia hodgsonii
Ligularia vellerea
Ligusticum officinale
Ligusticum striatum
Lindera aggregata
Lippia multiflora
Liquidambar orientalis
Litsea cubeba
Lophostemon confertus
Machilus japonica
Machilus obovatifolia
Machilus thunbergii
Maesa ramentacea
Magnolia biondii
Magnolia denudata
Magnolia kobus
Magnolia liliiflora
Magnolia obovata
Magnolia officinalis
Magnolia salicifolia
Magnolia sieboldii
Magnolia sprengeri
Malus sieboldii
Medicosma fareana
Melaleuca alternifolia
Mentha × gentilis
Mentha × piperita
Mentha aquatica
Mentha arvensis
Mentha canadensis
Mentha longifolia subsp. longifolia
Mentha pulegium
Mentha suaveolens
Micranthes stellaris
Micromeria pineolens
Mikania grazielae
Miliusa balansae
Millettia laurentii
Mimusops laurifolia
Molopospermum peloponnesiacum
Monarda fistulosa
Monodora tenuifolia
Moringa oleifera
Mosla chinensis
Murraya exotica
Murraya paniculata
Myristica fragrans
Myrrhis odorata
Nepeta annua
Nepeta multifida
Ocimum tenuiflorum
Oenanthe aquatica
Ononis spinosa
Ononis viscosa
Orbivestus karaguensis
Othonna macrophylla
Oxytropis pseudoglandulosa
Panax ginseng
Panax notoginseng
Panax quinquefolius
Paragynoxys meridana
Parthenium argentatum
Pedicularis plicata
Pedicularis rex
Peltogyne floribunda
Pentachondra pumila
Pentaclethra macrophylla
Periploca sepium
Phagnalon rupestre
Phlomoides ostrowskiana
Phlox paniculata
Picea abies
Picea rubens
Piliostigma thonningii
Pimpinella peregrina
Pimpinella saxifraga
Pinalia japonica
Pinus edulis
Pinus elliottii var. densa
Pinus heldreichii
Pinus lambertiana
Pinus monticola
Pinus palustris
Pinus pumila
Pinus strobus
Pinus sylvestris
Piper aduncum
Piper callosum
Piper cubeba
Piper kadsura
Piper nigrum
Pistacia atlantica
Pittocaulon bombycophole
Pittosporum undulatum
Platycladus orientalis
Plectranthus hereroensis
Pleogyne australis
Pluchea dioscoridis
Pluchea odorata
Podophyllum hexandrum
Pogostemon cablin
Polyachyrus sphaerocephalus
Polygala amara
Polygonatum odoratum
Posidonia oceanica
Prioria pinnata
Pseudoconyza viscosa
Pseudotsuga menziesii
Pterocarpus erinaceus
Pterocaulon virgatum
Punica granatum
Pyrola decorata
Pyrola rotundifolia
Pyrus bourgaeana
Quercus petraea subsp. petraea
Quercus serrata
Ratibida mexicana
Rhodiola semenovii
Rhododendron dauricum
Ribes nigrum
Rubus allegheniensis
Rubus pungens
Salacia lehmbachii
Salacia madagascariensis
Salix petiolaris
Salvia abrotanoides
Salvia barrelieri
Salvia broussonetii
Salvia lanigera
Salvia officinalis
Salvia pisidica
Salvia sclarea
Salvia sessei
Salvia yosgadensis
Sandoricum koetjape
Sanguisorba minor
Santolina chamaecyparissus
Saussurea lyrata
Schisandra chinensis
Scleromitrion diffusum
Scutellaria baicalensis
Sedum sarmentosum
Senecio scandens
Senecio subrubriflorus
Senna alexandrina
Seriphidium herba-alba
Sideritis brevibracteata
Sideritis lanata
Sideritis leucantha
Sideroxylon cubense
Sium latifolium
Smallanthus fruticosus
Solanum acaule
Solanum crinitum
Solidago nemoralis
Solidago odora
Sonchus gummifer
Sonneratia caseolaris
Sophora flavescens
Sorbus torminalis
Spatholobus suberectus
Stellera chamaejasme
Stephania longa
Stephania sutchuenensis
Stephania zippeliana
Stevia alpina
Strychnos tomentosa
Suaeda maritima
Swertia delavayi
Swertia japonica
Syzygium aromaticum
Syzygium cumini
Tamarix gallica
Tanacetum annuum
Tanacetum vulgare
Tetradium ruticarpum
Tetraneuris acaulis
Thuja occidentalis
Thuja plicata
Thujopsis dolabrata
Thymus quinquecostatus
Thymus vulgaris
Torilis japonica
Trichocolea tomentella
Triunia erythrocarpa
Tubocapsicum anomalum
Uncaria longiflora
Unonopsis glaucopetala
Ursinia speciosa
Vaccaria hispanica
Vaccinium vitis-idaea
Valeriana jatamansi
Valeriana officinalis
Vepris hiernii
Verbena officinalis
Veronica polita
Viola hondoensis
Vismia jefensis
Vitex agnus-castus
Vitex negundo
Vitex trifolia
Wurfbainia compacta
Wurfbainia longiligularis
Wurfbainia villosa
Wurfbainia villosa var. xanthioides
Xyris capensis var. capensis
Zanthoxylum bungeanum
Zanthoxylum schinifolium
Zea mays
Zieria smithii
Zingiber officinale

Cross-Links

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PubChem 82227
NPASS NPC114239
LOTUS LTS0211102
wikiData Q2095629