Limonene, (+)-

Details

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Internal ID 67cf4fce-c591-4af0-bae2-66ada5ad4895
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
IUPAC Name (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene
SMILES (Canonical) CC1=CCC(CC1)C(=C)C
SMILES (Isomeric) CC1=CC[C@@H](CC1)C(=C)C
InChI InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1
InChI Key XMGQYMWWDOXHJM-JTQLQIEISA-N
Popularity 2,415 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 3.40
Atomic LogP (AlogP) 3.31
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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5989-27-5
(+)-Limonene
(R)-(+)-Limonene
(D)-Limonene
(+)-(4R)-Limonene
(4R)-Limonene
(+)-carvene
(R)-Limonene
D-(+)-Limonene
D-Limonen
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Limonene, (+)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9903 99.03%
Caco-2 + 0.7994 79.94%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Lysosomes 0.6471 64.71%
OATP2B1 inhibitior - 0.8508 85.08%
OATP1B1 inhibitior + 0.9744 97.44%
OATP1B3 inhibitior + 0.9164 91.64%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.9303 93.03%
P-glycoprotein inhibitior - 0.9834 98.34%
P-glycoprotein substrate - 0.9317 93.17%
CYP3A4 substrate - 0.6282 62.82%
CYP2C9 substrate - 0.8110 81.10%
CYP2D6 substrate - 0.7415 74.15%
CYP3A4 inhibition - 0.9257 92.57%
CYP2C9 inhibition - 0.9308 93.08%
CYP2C19 inhibition - 0.8906 89.06%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.7497 74.97%
CYP2C8 inhibition - 0.9248 92.48%
CYP inhibitory promiscuity - 0.7657 76.57%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6900 69.00%
Carcinogenicity (trinary) Warning 0.5329 53.29%
Eye corrosion + 0.8082 80.82%
Eye irritation + 0.9640 96.40%
Skin irritation + 0.7796 77.96%
Skin corrosion - 0.9872 98.72%
Ames mutagenesis - 1.0000 100.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5586 55.86%
Micronuclear - 1.0000 100.00%
Hepatotoxicity + 0.8125 81.25%
skin sensitisation + 0.9422 94.22%
Respiratory toxicity - 0.9556 95.56%
Reproductive toxicity - 0.6333 63.33%
Mitochondrial toxicity - 0.9750 97.50%
Nephrotoxicity + 0.5373 53.73%
Acute Oral Toxicity (c) III 0.9069 90.69%
Estrogen receptor binding - 0.9652 96.52%
Androgen receptor binding - 0.8413 84.13%
Thyroid receptor binding - 0.9321 93.21%
Glucocorticoid receptor binding - 0.8803 88.03%
Aromatase binding - 0.8209 82.09%
PPAR gamma - 0.8765 87.65%
Honey bee toxicity - 0.9541 95.41%
Biodegradation + 0.9500 95.00%
Crustacea aquatic toxicity - 0.7900 79.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293235 P02545 Prelamin-A/C 794.3 nM
Potency
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.37% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.92% 97.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.37% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.18% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.05% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.39% 95.56%

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 balsamea
Abies grandis
Acacia simplicifolia
Achillea abrotanoides
Aconitum episcopale
Aconitum leucostomum
Aconitum violaceum
Acorus calamus
Acorus gramineus
Adina trichotoma
Afraegle paniculata
Aframomum mala
Agastache rugosa
Agathosma betulina
Agathosma puberula
Agnorhiza bolanderi
Agrimonia pilosa
Aiouea montana
Aizoon africanum
Ajuga reptans
Akebia quinata
Akebia trifoliata
Alangium premnifolium
Alcea rosea
Alkanna cappadocica
Allium chinense
Allium macrostemon
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera
Alpinia flabellata
Alpinia galanga
Alpinia roxburghii
Ammodaucus leucotrichus
Ammodendron karelinii
Anacyclus pyrethrum
Anaxagorea crassipetala
Anethum graveolens
Angelica acutiloba
Angelica archangelica
Angelica gigas
Angelica japonica
Angelica sinensis
Angelica tarokoensis
Apium graveolens
Aquilegia ecalcarata
Araucaria cunninghamii
Araujia sericifera
Ardisia humilis
Arnica nevadensis
Artemisia annua
Artemisia argyi
Artemisia capillaris
Artemisia carvifolia
Artemisia gmelinii
Artemisia montana
Artemisia princeps
Artemisia rupestris subsp. rupestris
Artemisia szowitziana
Artemisia vulgaris
Artemisia xerophytica
Asarum heterotropoides
Asarum sieboldii
Aster tataricus
Asterolasia squamuligera
Astragalus glycyphyllos
Atalantia racemosa
Athrixia elata
Atractylodes lancea
Atractylodes macrocephala
Aucklandia costus
Azadirachta indica
Baccharis truncata
Balanops australiana
Beaucarnea recurvata
Benincasa hispida
Beyeria sulcata var. brevipes
Bidens andicola
Blumea axillaris
Bombax ceiba
Bowdichia virgilioides
Brachylaena perrieri
Buddleja cordata
Buglossoides arvensis
Bunium paucifolium
Bupleurum chinense
Bupleurum falcatum
Bupleurum gibraltaricum
Bupleurum scorzonerifolium
Bursaria spinosa
Bursera simaruba
Canarium zeylanicum
Capsicum annuum
Carum carvi
Cassinia subtropica
Castanopsis cuspidata
Catha edulis
Catharanthus roseus
Ceanothus velutinus
Cecropia pachystachya
Cedrus libani
Centaurea arenaria
Centaurea benedicta
Centaurea cheiranthifolia
Centaurea zuccariniana
Cephalaria leucantha
Chamaecyparis formosensis
Chamaecyparis pisifera
Chloranthus fortunei
Chloranthus tianmushanensis
Chlorophytum borivilianum
Chromolaena odorata
Chromolaena pulchella
Chuquiraga erinacea
Cinnamomum aromaticum
Cinnamomum camphora
Cinnamomum chekiangense
Cinnamomum verum
Cissus quadrangularis
Cistus clusii
Cistus creticus
Citrus × aurantium
Citrus deliciosa
Citrus limon
Citrus maxima
Citrus medica
Citrus trifoliata
Cladanthus arabicus
Clausena anisata
Cleome trachysperma
Clinopodium nepeta subsp. spruneri
Cnidium monnieri
Codonopsis pilosula
Colchicum arenarium
Conioselinum anthriscoides
Conocephalum japonicum
Coriandrum sativum
Cotylelobium scabriusculum
Cousinia canescens
Craibia grandiflora
Crambe tatarica
Cratoxylum formosum subsp. pruniflorum
Cratystylis conocephala
Crinum jagus
Crocus sativus
Cryptotaenia japonica
Cuphea hyssopifolia
Curcuma kwangsiensis
Curcuma longa
Curcuma phaeocaulis
Curcuma wenyujin
Curcuma zedoaria
Cuscuta australis
Cylindrolobus mucronatus
Cymbopogon citratus
Cyperus rotundus
Daphnandra johnsonii
Daucus carota
Davallia perdurans
Delphinium denudatum
Delphinium shawurense
Dendrosenecio kilimanjari
Dianella revoluta
Diospyros abyssinica
Diospyros elliptifolia
Diospyros eriantha
Diospyros ferrea
Diospyros malabarica
Diplacus aurantiacus
Diplotropis ferruginea
Dipterocarpus alatus
Dipterocarpus dyeri
Drosera peltata
Echinops amplexicaulis
Echinops grijsii
Elettaria cardamomum
Eleutherococcus giraldii
Elsholtzia splendens
Epimedium davidii
Ericameria laricifolia
Erysimum odoratum
Erythrina burttii
Eucalyptus viminalis
Euonymus tingens
Euphorbia cornigera
Euphorbia palustris
Euphorbia pithyusa
Euphrasia regelii
Euthamia graminifolia
Fagraea gracilipes
Farfugium japonicum
Ferula feruloides
Ficus formosana
Firmiana simplex
Foeniculum vulgare
Forsythia suspensa
Forsythia viridissima
Fouquieria diguetii
Fragaria vesca
Fritillaria monantha
Frullania fragilifolia
Frullania tamarisci
Gamblea innovans
Garcinia oligantha
Garcinia scortechinii
Garcinia xipshuanbannaensis
Gardenia fosbergii
Gardenia tubifera
Girgensohnia diptera
Glehnia littoralis
Globba variabilis
Gonzalezia decurrens
Gutenbergia cordifolia
Gutierrezia microcephala
Gyrothyra underwoodiana
Halocarpus kirkii
Hansenia forbesii
Hansenia weberbaueriana
Helichrysum graveolens
Heterotheca inuloides
Hippeastrum aulicum
Hippophae rhamnoides
Hoffmannia strigillosa
Holarrhena floribunda
Homalomena occulta
Hortonia angustifolia
Houttuynia cordata
Humulus lupulus
Hylocomium splendens
Hypericum perforatum
Ilex affinis
Ilex amara
Illicium difengpi
Illicium verum
Inula helenium
Ipomoea cairica
Iris spuria
Iryanthera paraensis
Isocoma pluriflora
Isodon japonicus
Isodon lophanthoides
Isodon melissoides
Isodon rubescens
Isodon umbrosus
Jacobaea erucifolia subsp. argunensis
Julbernardia globiflora
Juniperus chinensis
Juniperus communis
Juniperus excelsa
Kaempferia pulchra
Keteleeria davidiana
Knightia excelsa
Kokoona ochracea
Kokoona reflexa
Kopsia grandifolia
Laggera crispata
Lamprolobium fruticosum
Lantana camara
Larix sibirica
Lasianthus fordii
Lasiosiphon lampranthus
Lathyrus latifolius
Lathyrus nissolia
Laurus nobilis
Lavandula angustifolia
Lavandula stoechas
Ledebouria socialis
Leonurus glaucescens
Leonurus persicus
Lepidium draba
Ligularia hodgsonii
Ligusticum officinale
Lindera aggregata
Lippia multiflora
Liquidambar formosana
Litogyne gariepina
Litsea cubeba
Lophophora williamsii
Loranthus longiflorus
Lycium barbarum
Lycium chinense
Lycopus europaeus
Machilus obovatifolia
Machilus thunbergii
Maesa ramentacea
Magnolia biondii
Magnolia denudata
Magnolia kobus
Magnolia obovata
Magnolia officinalis
Magnolia salicifolia
Magnolia sieboldii
Magnolia sprengeri
Marsupella emarginata
Medicago sativa
Medicosma fareana
Melaleuca alternifolia
Melaleuca glauca
Melia azedarach
Mentha × piperita
Mentha aquatica
Mentha arvensis
Mentha canadensis
Mentha longifolia subsp. longifolia
Mentha pulegium
Mentha suaveolens
Micromeria pineolens
Mikania grazielae
Mikania scandens
Miliusa balansae
Millettia erythrocalyx
Millettia laurentii
Mimusops laurifolia
Molopospermum peloponnesiacum
Monodora tenuifolia
Moringa oleifera
Mosla chinensis
Mosla dianthera
Murraya paniculata
Myrica gale
Myristica fragrans
Myrrhis odorata
Myrsine lancifolia
Nauclea parva
Nepeta tenuifolia
Ocimum americanum
Ocimum tenuiflorum
Odixia angusta
Oenanthe aquatica
Ononis vaginalis
Ononis viscosa
Ophiopogon intermedius
Oplopanax elatus
Ormosia fordiana
Orthosiphon wulfenioides
Othonna macrophylla
Panax ginseng
Panax notoginseng
Panax quinquefolius
Pandanus tectorius
Paragynoxys meridana
Parthenium argentatum
Pedicularis rex
Peltogyne floribunda
Pentachondra pumila
Perilla frutescens
Persea americana
Persea barbujana
Persicaria bistorta
Persicaria minor
Phagnalon rupestre
Phlomoides ostrowskiana
Phlox paniculata
Phyllanthus emblica
Phyllocladus trichomanoides
Phyllodium pulchellum
Picea abies
Piliostigma thonningii
Pimpinella anisum
Pimpinella peregrina
Pinellia ternata
Pinus bungeana
Pinus cembra
Pinus edulis
Pinus koraiensis
Pinus monticola
Pinus ponderosa
Pinus pumila
Pinus serotina
Pinus strobus
Pinus sylvestris
Piper aduncum
Piper arboreum
Piper betle
Piper callosum
Piper cubeba
Piper nigrum
Pistacia atlantica
Pittocaulon bombycophole
Pittosporum eugenioides
Pittosporum tenuifolium
Pittosporum undulatum
Plagiochila rutilans var. standleyi
Plantago major
Platycladus orientalis
Pluchea dioscoridis
Pluchea odorata
Podocarpus elatus
Podophyllum hexandrum
Polyachyrus sphaerocephalus
Polygala senega
Porophyllum ruderale
Posidonia oceanica
Prioria pinnata
Prosopis glandulosa
Prunus laurocerasus
Pseudoconyza viscosa
Pseudotsuga menziesii
Pteris plumieri
Pteris semipinnata
Pterocarpus erinaceus
Punica granatum
Pyrola rotundifolia
Pyrus bourgaeana
Quercus cerris
Quercus petraea subsp. petraea
Ratibida mexicana
Rhodiola rosea
Rhododendron micranthum
Ribes nigrum
Rubus pungens
Rubus trifidus
Salacia lehmbachii
Salacia madagascariensis
Salix petiolaris
Salvia barrelieri
Salvia broussonetii
Salvia hispanica
Salvia lanigera
Salvia officinalis
Salvia pisidica
Salvia yosgadensis
Sandoricum koetjape
Sanguisorba minor
Santalum album
Santiria trimera
Saussurea lyrata
Schisandra chinensis
Scleromitrion diffusum
Scorzonera hispanica
Scorzonera pseudodivaricata
Scutellaria baicalensis
Scutellaria barbata
Sedum sarmentosum
Senecio squalidus
Senna alexandrina
Seriphidium cinum
Sesbania punicea
Sideritis brevibracteata
Sideritis hirsuta
Sideritis lanata
Sideritis leucantha
Sideroxylon cubense
Simira eliezeriana
Siphonochilus aethiopicus
Sium latifolium
Smallanthus glabratus
Solanum acaule
Solanum crinitum
Solanum scabrum
Solidago canadensis
Sorbus pallescens
Sorbus torminalis
Spatholobus suberectus
Stenocereus griseus
Stenostomum lucidum
Stevia alpina
Stevia rebaudiana
Suaeda maritima
Swertia delavayi
Symplocos glauca
Syncarpia hillii
Syzygium aromaticum
Syzygium cumini
Tagetes erecta
Tamarix gallica
Tanacetum annuum
Tanacetum vulgare
Taxodium huegelii
Tetradium ruticarpum
Teucrium scorodonia
Thuja occidentalis
Thujopsis dolabrata
Thymus camphoratus
Thymus fedtschenkoi
Thymus piperella
Thymus quinquecostatus
Thymus sipyleus
Thymus vulgaris
Tinospora hainanensis
Titanotrichum oldhamii
Toddalia asiatica
Torilis japonica
Trapa natans var. japonica
Traversia baccharoides
Triunia erythrocarpa
Tubocapsicum anomalum
Uncaria longiflora
Ursinia speciosa
Uvaria littoralis
Vaccinium vitis-idaea
Vachellia karroo
Valeriana officinalis
Vepris hiernii
Veronica anagallis
Viola hondoensis
Vismia jefensis
Vitex madiensis
Vitex negundo
Vitis rotundifolia
Waitzia acuminata
Wrightia tinctoria
Wurfbainia longiligularis
Wurfbainia villosa
Wurfbainia villosa var. xanthioides
Zanthoxylum bungeanum
Zanthoxylum schinifolium
Zingiber officinale

Cross-Links

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PubChem 440917
NPASS NPC76145
ChEMBL CHEMBL449062
LOTUS LTS0244943
wikiData Q27888324