(-)-beta-Pinene

Details

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Internal ID 32341c39-f52a-4c87-8f5b-6d7cf0f51dbe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name (1S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane
SMILES (Canonical) CC1(C2CCC(=C)C1C2)C
SMILES (Isomeric) CC1([C@H]2CCC(=C)[C@@H]1C2)C
InChI InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1
InChI Key WTARULDDTDQWMU-IUCAKERBSA-N
Popularity 564 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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18172-67-3
(-)-nopinene
(-)-b-Pinene
(1S)-(-)-beta-Pinene
(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane
(-)-Pin-2(10)-ene
l-beta-Pinene
Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylene-, (1S,5S)-
4MS8VHZ1HJ
UNII-AFN153A7SU
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 magnifica
Acer saccharum
Achillea clypeolata
Achillea millefolium
Acokanthera oblongifolia
Acorus calamus
Acorus gramineus
Adina trichotoma
Afraegle paniculata
Aframomum melegueta
Agastache rugosa
Agrimonia eupatoria
Aizoon africanum
Alangium premnifolium
Alcea rosea
Aloysia citrodora
Alpinia flabellata
Alpinia galanga
Alpinia oxyphylla
Alpinia roxburghii
Ammodendron karelinii
Anacyclus pyrethrum
Angelica japonica
Angelica sinensis
Angelica tarokoensis
Anthemis aciphylla
Artemisia annua
Artemisia argyi
Artemisia scoparia
Artemisia vulgaris
Artemisia xerophytica
Aster tataricus
Asterolasia squamuligera
Astragalus glycyphyllos
Athanasia crithmifolia
Athrixia elata
Azadirachta indica
Baccharis truncata
Balanops australiana
Benincasa hispida
Berberis julianae
Bidens andicola
Bombax ceiba
Brachylaena perrieri
Bridelia ferruginea
Buglossoides arvensis
Bunium paucifolium
Bystropogon origanifolius
Capillipedium parviflorum
Cardamine heptaphylla
Carum carvi
Cassinia subtropica
Catha edulis
Catharanthus roseus
Cedrus libani
Centaurea benedicta
Centaurea cheiranthifolia
Centella asiatica
Cerbera odollam
Chloranthus fortunei
Chrysanthemum indicum
Chuquiraga erinacea
Cinnamomum chekiangense
Cistus clusii
Cistus creticus
Citrus × aurantium
Citrus maxima
Citrus medica
Citrus trifoliata
Cladanthus arabicus
Cneorum pulverulentum
Codonocarpus attenuatus
Coespeletia timotensis
Colchicum arenarium
Condea verticillata
Conioselinum anthriscoides
Conocephalum japonicum
Coriandrum sativum
Cornus officinalis
Crateva magna
Cratoxylum formosum subsp. pruniflorum
Crinum jagus
Croton malambo
Cuphea hyssopifolia
Cupressus nootkatensis
Cuscuta australis
Cylindrolobus mucronatus
Cyperus rotundus
Daphnandra johnsonii
Daucus carota
Davallia perdurans
Descurainia sophia
Dianella revoluta
Diospyros ferrea
Diospyros verrucosa
Diplotropis ferruginea
Elettaria cardamomum
Epimedium davidii
Erysimum odoratum
Erythrina burttii
Eucalyptus viminalis
Euonymus nanoides
Euonymus tingens
Euphorbia cornigera
Euphorbia palustris
Euphorbia pithyusa
Euphrasia regelii
Farfugium japonicum
Foeniculum vulgare
Fouquieria diguetii
Fritillaria monantha
Frullania tamarisci
Globba variabilis
Gonzalezia decurrens
Grazielia serrata
Gyrothyra underwoodiana
Hesperis matronalis
Heterotheca inuloides
Hippeastrum aulicum
Holarrhena floribunda
Homalomena occulta
Hortonia angustifolia
Houttuynia cordata
Hylocomium splendens
Hyssopus officinalis
Ilex amara
Illicium difengpi
Isodon japonicus
Jacobaea erucifolia subsp. argunensis
Jacobaea subalpina
Julbernardia globiflora
Juniperus communis
Keteleeria davidiana
Kippistia suaedifolia
Knightia excelsa
Kokoona ochracea
Kokoona reflexa
Laggera crispata
Lamprolobium fruticosum
Lantana camara
Larix sibirica
Lasiosiphon lampranthus
Lathyrus latifolius
Laurus nobilis
Lavandula angustifolia
Leonurus glaucescens
Lepidium draba
Leptospermum scoparium
Ligularia hodgsonii
Ligusticum officinale
Ligusticum striatum
Lindera aggregata
Machilus japonica
Machilus obovatifolia
Machilus thunbergii
Maesa ramentacea
Magnolia obovata
Marsupella emarginata
Medicosma fareana
Melaleuca alternifolia
Mentha × piperita
Mentha aquatica
Mentha longifolia subsp. longifolia
Mentha pulegium
Mentha suaveolens
Micromeria pineolens
Mikania grazielae
Miliusa balansae
Millettia laurentii
Mimusops laurifolia
Molopospermum peloponnesiacum
Monodora tenuifolia
Moringa oleifera
Mosla chinensis
Myristica fragrans
Myrrhis odorata
Nepeta multifida
Nicotiana bonariensis
Ocimum tenuiflorum
Oenanthe aquatica
Ononis viscosa
Ophryosporus charua
Othonna macrophylla
Paragynoxys meridana
Pedicularis rex
Pentachondra pumila
Phagnalon rupestre
Phlomoides ostrowskiana
Phlox paniculata
Picea abies
Picea rubens
Piliostigma thonningii
Pimpinella peregrina
Pinus cembra
Pinus edulis
Pinus heldreichii
Pinus lambertiana
Pinus monticola
Pinus palustris
Pinus pumila
Pinus strobus
Pinus sylvestris
Pinus wallichiana
Piper aduncum
Piper arboreum
Piper callosum
Pistacia atlantica
Pittocaulon bombycophole
Platycladus orientalis
Pleodendron costaricense
Pleogyne australis
Pluchea dioscoridis
Pluchea odorata
Pogostemon cablin
Polyachyrus sphaerocephalus
Polygala amara
Posidonia oceanica
Prioria pinnata
Pseudoconyza viscosa
Pseudotsuga menziesii
Pterocarpus erinaceus
Pyrola decorata
Pyrola rotundifolia
Pyrus bourgaeana
Quercus petraea subsp. petraea
Quercus serrata
Rhodiola rosea
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 yosgadensis
Sandoricum koetjape
Sanguisorba minor
Santiria trimera
Santolina chamaecyparissus
Saussurea lyrata
Scutellaria baicalensis
Sedum sarmentosum
Sideritis brevibracteata
Sideritis chamaedryfolia
Sideritis lanata
Sideroxylon cubense
Sium latifolium
Solanum acaule
Solanum crinitum
Solidago canadensis
Sorbus torminalis
Stephania sutchuenensis
Stevia alpina
Strychnos tomentosa
Styrax
Suaeda maritima
Swertia delavayi
Swertia japonica
Syzygium cumini
Tamarix gallica
Tanacetum annuum
Tanacetum vulgare
Tetraneuris acaulis
Thymus camphoratus
Thymus piperella
Triunia erythrocarpa
Tubocapsicum anomalum
Uncaria longiflora
Unonopsis glaucopetala
Ursinia speciosa
Vaccinium vitis-idaea
Valeriana officinalis
Vepris hiernii
Viola hondoensis
Vismia jefensis
Vitex agnus-castus
Walsura pinnata
Wurfbainia neoaurantiaca
Zanthoxylum schinifolium
Zieria smithii
Zingiber officinale

Cross-Links

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PubChem 440967
NPASS NPC62086
LOTUS LTS0108757
wikiData Q27103655