4-Terpineol, (+/-)-

Details

Top
Internal ID ad9787eb-75d9-4814-8ab5-a9b81f1c0498
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
IUPAC Name 4-methyl-1-propan-2-ylcyclohex-3-en-1-ol
SMILES (Canonical) CC1=CCC(CC1)(C(C)C)O
SMILES (Isomeric) CC1=CCC(CC1)(C(C)C)O
InChI InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3
InChI Key WRYLYDPHFGVWKC-UHFFFAOYSA-N
Popularity 425 references in papers

Physical and Chemical Properties

Top
Molecular Formula C10H18O
Molecular Weight 154.25 g/mol
Exact Mass 154.135765193 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.50
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

Top
Terpinen-4-ol
562-74-3
4-Terpineol
p-Menth-1-en-4-ol
1-Terpinen-4-ol
Terpinenol-4
1-p-Menthen-4-ol
Terpene-4-ol
1-Menthene-4-ol
TERPINENE-4-OL
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of 4-Terpineol, (+/-)-

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9962 99.62%
Caco-2 + 0.9111 91.11%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.4942 49.42%
OATP2B1 inhibitior - 0.8466 84.66%
OATP1B1 inhibitior + 0.9543 95.43%
OATP1B3 inhibitior + 0.9486 94.86%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.9182 91.82%
P-glycoprotein inhibitior - 0.9850 98.50%
P-glycoprotein substrate - 0.9332 93.32%
CYP3A4 substrate - 0.6446 64.46%
CYP2C9 substrate - 0.5790 57.90%
CYP2D6 substrate - 0.7630 76.30%
CYP3A4 inhibition - 0.8774 87.74%
CYP2C9 inhibition - 0.8299 82.99%
CYP2C19 inhibition - 0.8797 87.97%
CYP2D6 inhibition - 0.9440 94.40%
CYP1A2 inhibition - 0.8832 88.32%
CYP2C8 inhibition - 0.9760 97.60%
CYP inhibitory promiscuity - 0.9227 92.27%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8428 84.28%
Carcinogenicity (trinary) Non-required 0.5970 59.70%
Eye corrosion - 0.8877 88.77%
Eye irritation + 0.9629 96.29%
Skin irritation + 0.8348 83.48%
Skin corrosion - 0.9671 96.71%
Ames mutagenesis - 0.9400 94.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7036 70.36%
Micronuclear - 1.0000 100.00%
Hepatotoxicity + 0.6471 64.71%
skin sensitisation + 0.8777 87.77%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity - 0.6667 66.67%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity + 0.4719 47.19%
Acute Oral Toxicity (c) III 0.8213 82.13%
Estrogen receptor binding - 0.9700 97.00%
Androgen receptor binding - 0.7394 73.94%
Thyroid receptor binding - 0.8919 89.19%
Glucocorticoid receptor binding - 0.7931 79.31%
Aromatase binding - 0.9170 91.70%
PPAR gamma - 0.8225 82.25%
Honey bee toxicity - 0.9466 94.66%
Biodegradation + 0.5750 57.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9322 93.22%

Targets

Top

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 91.08% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.26% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.08% 95.56%
CHEMBL2581 P07339 Cathepsin D 84.84% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.16% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.62% 91.11%
CHEMBL4208 P20618 Proteasome component C5 80.57% 90.00%

Plants that contains it

Top
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 var. gracilis
Abies sibirica
Abrus melanospermus subsp. melanospermus
Achillea abrotanoides
Achillea ageratum
Achillea chrysocoma
Achillea fragrantissima
Achillea grandifolia
Achillea millefolium
Achillea ptarmica
Achillea ptarmica subsp. ptarmica
Achyrospermum africanum
Acorus calamus
Acorus calamus var. angustatus
Acorus gramineus
Actinodium cunninghamii
Aegle marmelos
Aframomum angustifolium
Aframomum melegueta
Akebia quinata
Akebia trifoliata
Aloysia citrodora
Alpinia breviligulata
Alpinia carinata
Alpinia chinensis
Alpinia conchigera
Alpinia galanga
Alpinia latilabris
Alpinia oxyphylla
Alpinia zerumbet
Ambrosia artemisiifolia
Ananas comosus
Anethum graveolens
Angelica acutiloba
Angelica dahurica
Angelica gigas
Angelica sinensis
Annona cascarilloides
Anthriscus nitida
Artemisia absinthium
Artemisia alba
Artemisia annua
Artemisia arborescens
Artemisia argyi
Artemisia austriaca
Artemisia capillaris
Artemisia carvifolia
Artemisia douglasiana
Artemisia halophila
Artemisia lagocephala
Artemisia montana
Artemisia pallens
Artemisia princeps
Artemisia salsoloides
Artemisia scoparia
Artemisia scoparia
Artemisia sericea
Artemisia thuscula
Artemisia tridentata
Artemisia vulgaris
Arum maculatum
Asarum asperum
Asarum canadense
Asarum heterotropoides
Asarum sieboldii
Aster tataricus
Athamanta macedonica
Aucklandia costus
Aucoumea klaineana
Austrobaileya scandens
Austromyrtus dulcis
Averrhoa carambola
Baccharis dracunculifolia
Baccharis linearifolia
Bellis perennis
Boswellia sacra
Bothriochloa bladhii
Bupleurum fruticescens
Bupleurum fruticosum
Bupleurum gibraltaricum
Caesulia axillaris
Canarium luzonicum
Canella winterana
Cannabis sativa
Cedronella canariensis
Centromadia fitchii
Chamaecyparis formosensis
Chamaecyparis lawsoniana
Chamaecyparis obtusa
Chamaecyparis pisifera
Chiliadenus lopadusanus
Chromolaena odorata
Chrysanthemum indicum
Chrysanthemum morifolium
Cinnamomum aromaticum
Cinnamomum burmanni
Cinnamomum verum
Cistus creticus
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
Coespeletia timotensis
Commiphora gurreh
Conioselinum anthriscoides
Coriandrum sativum
Corymbia maculata
Croton conduplicatus
Croton sonderianus
Croton stelluliferus
Cryptocarya agathophylla
Cryptocarya cunninghamii
Cryptomeria japonica
Cuminum cyminum
Cupressus macrocarpa
Cupressus nootkatensis
Cupressus sempervirens
Curcuma kwangsiensis
Curcuma longa
Curcuma phaeocaulis
Curcuma pierreana
Curcuma wenyujin
Curcuma zedoaria
Cymbopogon flexuosus
Cyperus rotundus
Dacrydium nausoriense
Daucus carota
Dendrobium chrysanthum
Diplotaenia cachrydifolia
Echinophora tenuifolia
Echinophora trichophylla
Elettaria cardamomum
Eleutherococcus giraldii
Elsholtzia ciliata
Elsholtzia fruticosa
Elsholtzia pilosa
Elwendia persica
Entandrophragma cylindricum
Ephedra sinica
Eucalyptus apodophylla
Eucalyptus brassiana
Eucalyptus bridgesiana
Eucalyptus camaldulensis
Eucalyptus crenulata
Eucalyptus dealbata
Eucalyptus fraxinoides
Eucalyptus globulus
Eucalyptus leucoxylon
Eucalyptus nitens
Eucalyptus pulverulenta
Eucalyptus radiata
Eucalyptus sideroxylon
Ferulago nodosa
Foeniculum vulgare
Forsythia suspensa
Forsythia viridissima
Glehnia littoralis
Glycyrrhiza glabra
Grindelia hirsutula
Hamamelis virginiana
Hansenia forbesii
Hansenia weberbaueriana
Hedychium coronarium
Hedyosmum bonplandianum
Helichrysum bracteiferum
Helichrysum odoratissimum
Heracleum dissectum
Hesperozygis rhododon
Hippia frutescens
Homalomena occulta
Houttuynia cordata
Hypericum perforatum
Hyptis emoryi
Hyptis suaveolens
Hyssopus officinalis subsp. aristatus
Illicium difengpi
Illicium verum
Inula helenium
Juniperus communis
Juniperus excelsa
Juniperus foetidissima
Juniperus jaliscana
Juniperus monticola
Juniperus phoenicea
Kunzea salina
Laggera alata
Laggera crispata
Lagoecia cuminoides
Lanxangia tsaoko
Larix gmelinii var. gmelinii
Larix laricina
Larix sibirica
Laurus nobilis
Lavandula angustifolia
Lavandula angustifolia subsp. angustifolia
Lavandula latifolia
Lavandula stoechas
Leonurus japonicus
Lepechinia chamaedryoides
Lepechinia floribunda
Libocedrus bidwillii
Ligusticum officinale
Ligusticum striatum
Limnophila repens
Lindera aggregata
Lindera neesiana
Lippia grata
Lippia multiflora
Lippia origanoides
Liquidambar formosana
Liquidambar orientalis
Liquidambar styraciflua
Litchi chinensis
Litsea cubeba
Litsea glaucescens
Lonicera japonica
Magnolia biondii
Magnolia coco
Magnolia denudata
Magnolia kobus
Magnolia officinalis
Magnolia salicifolia
Magnolia sprengeri
Melaleuca alternifolia
Melaleuca armillaris
Melaleuca dissitiflora
Melaleuca linariifolia
Melaleuca squarrosa
Melaleuca uncinata
Melissa officinalis
Mentha × piperita
Mentha arvensis
Mentha longifolia
Mentha pulegium
Micromeria biflora
Micromeria sinaica
Micromeria teneriffae
Micromeria varia subsp. thymoides
Mikania cordifolia
Minthostachys andina
Monarda citriodora
Monarda fistulosa
Montanoa tomentosa
Mosla chinensis
Myrcianthes cisplatensis
Myristica fragrans
Myrrhis odorata
Myrtus communis
Nelumbo nucifera
Nepeta crispa
Nepeta nepetella
Nepeta nuda
Nepeta racemosa
Nepeta trachonitica
Nepeta viscida
Nigella sativa
Ocimum americanum
Ocimum basilicum
Ocimum campechianum
Ocimum gratissimum subsp. gratissimum
Ocimum kilimandscharicum
Oenanthe aquatica
Origanum acutidens
Origanum hypericifolium
Origanum majorana
Origanum majoricum
Origanum minutiflorum
Origanum onites
Origanum ramonense
Origanum sipyleum
Origanum syriacum
Origanum vulgare
Origanum vulgare subsp. gracile
Osbornia octodonta
Paeonia lactiflora
Parthenium hysterophorus
Pelargonium quercifolium
Periploca sepium
Persea americana
Peucedanum zenkeri
Picea glehnii
Picea rubens
Picea schrenkiana
Pimenta racemosa
Pimpinella anisum
Pinellia ternata
Pinus densiflora
Pinus pumila
Pinus sylvestris
Piper aduncum
Piper arboreum
Piper auritum
Piper cubeba
Piper guineense
Piper nigrum
Piper sylvestre
Pistacia lentiscus
Pistacia vera
Platycladus orientalis
Plectranthus ovatus
Plumeria rubra
Polygala senega
Porophyllum ruderale
Psiadia altissima
Psidium salutare
Punica granatum
Rhododendron mucronulatum
Rosa gallica
Rosmarinus officinalis
Salvia absconditiflora
Salvia aurea
Salvia caespitosa
Salvia cuspidata subsp. gilliesii
Salvia dorisiana
Salvia fruticosa
Salvia hydrangea
Salvia mellifera
Salvia officinalis
Salvia sahendica
Salvia sclarea
Santolina chamaecyparissus
Santolina insularis
Santolina rosmarinifolia
Satureja cuneifolia
Satureja thymbra
Satureja wiedemanniana
Schinus molle
Schisandra chinensis
Scutellaria baicalensis
Semenovia suffruticosa
Senna alexandrina
Sequoia sempervirens
Sequoiadendron giganteum
Seriphidium herba-alba
Sideritis hirsuta
Sideritis hispida
Sideritis lyciae
Sideritis perfoliata
Sideritis perfoliata subsp. athoa
Sideritis romana
Sideritis tragoriganum
Solanum tuberosum
Solidago odora
Sphagneticola trilobata
Spondias mombin
Stachys aegyptiaca
Stachys glutinosa
Steganotaenia araliacea
Swertia japonica
Syzygium aromaticum
Tagetes minuta
Tamarindus indica
Tanacetum annuum
Tanacetum parthenium
Tanacetum vulgare
Tessaria fastigiata
Tetradenia riparia
Teucrium kotschyanum
Teucrium montanum
Teucrium polium
Teucrium scorodonia
Thuja occidentalis
Thuja plicata
Thujopsis dolabrata
Thymbra capitata
Thymbra spicata
Thymus baeticus
Thymus camphoratus
Thymus cilicicus
Thymus fedtschenkoi
Thymus funkii
Thymus longicaulis
Thymus membranaceus
Thymus quinquecostatus
Thymus riatarum
Thymus saturejoides
Thymus sibthorpii
Thymus sipyleus
Thymus thracicus
Thymus vulgaris
Thymus willkommii
Thymus zygioides
Thymus zygis
Tithonia diversifolia
Trachyspermum ammi
Trachyspermum roxburghianum
Trichostema dichotomum
Trichostema lanceolatum
Umbellularia californica
Uvariopsis tripetala
Vaccinium corymbosum
Valeriana officinalis
Varronia curassavica
Virola surinamensis
Vitex agnus-castus
Vitex negundo
Vitex trifolia
Vitis rotundifolia
Vitis vinifera
Wurfbainia compacta
Wurfbainia longiligularis
Wurfbainia villosa
Wurfbainia villosa var. xanthioides
Xenophyllum poposum
Xylopia aromatica
Xylopia sericea
Zanthoxylum bungeanum
Zanthoxylum chalybeum
Zanthoxylum schinifolium
Zanthoxylum simulans
Zingiber montanum
Zingiber officinale
Zingiber zerumbet

Cross-Links

Top
PubChem 11230
NPASS NPC177112
LOTUS LTS0253733
wikiData Q416114