beta-Ionone

Details

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Internal ID 7c008f9e-4c67-4bcc-b203-24242e4626bd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (E)-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-one
SMILES (Canonical) CC1=C(C(CCC1)(C)C)C=CC(=O)C
SMILES (Isomeric) CC1=C(C(CCC1)(C)C)/C=C/C(=O)C
InChI InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+
InChI Key PSQYTAPXSHCGMF-BQYQJAHWSA-N
Popularity 1,983 references in papers

Physical and Chemical Properties

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Molecular Formula C13H20O
Molecular Weight 192.30 g/mol
Exact Mass 192.151415257 g/mol
Topological Polar Surface Area (TPSA) 17.10 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 1
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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79-77-6
14901-07-6
(E)-beta-Ionone
trans-beta-Ionone
4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one
4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one
beta-Jonone
.beta.-Ionone
(E)-4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one
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-Ionone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 + 0.9770 97.70%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Lysosomes 0.4058 40.58%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior + 0.6931 69.31%
OATP1B3 inhibitior - 0.2982 29.82%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.7472 74.72%
P-glycoprotein inhibitior - 0.9770 97.70%
P-glycoprotein substrate - 0.9766 97.66%
CYP3A4 substrate + 0.5092 50.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8568 85.68%
CYP3A4 inhibition - 0.9491 94.91%
CYP2C9 inhibition - 0.8616 86.16%
CYP2C19 inhibition - 0.8316 83.16%
CYP2D6 inhibition - 0.9513 95.13%
CYP1A2 inhibition - 0.7697 76.97%
CYP2C8 inhibition - 0.9015 90.15%
CYP inhibitory promiscuity - 0.6895 68.95%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6600 66.00%
Carcinogenicity (trinary) Non-required 0.5366 53.66%
Eye corrosion - 0.9110 91.10%
Eye irritation + 0.8931 89.31%
Skin irritation + 0.8689 86.89%
Skin corrosion - 0.9804 98.04%
Ames mutagenesis - 0.9600 96.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6837 68.37%
Micronuclear - 1.0000 100.00%
Hepatotoxicity + 0.7809 78.09%
skin sensitisation + 0.9333 93.33%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.9750 97.50%
Nephrotoxicity + 0.7253 72.53%
Acute Oral Toxicity (c) III 0.7883 78.83%
Estrogen receptor binding - 0.9140 91.40%
Androgen receptor binding - 0.7661 76.61%
Thyroid receptor binding - 0.7598 75.98%
Glucocorticoid receptor binding - 0.7770 77.70%
Aromatase binding - 0.8308 83.08%
PPAR gamma - 0.8877 88.77%
Honey bee toxicity - 0.9302 93.02%
Biodegradation + 0.6000 60.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9778 97.78%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.47% 91.11%
CHEMBL2061 P19793 Retinoid X receptor alpha 90.25% 91.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.51% 95.56%
CHEMBL1870 P28702 Retinoid X receptor beta 89.33% 95.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.51% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.99% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.88% 86.33%
CHEMBL2004 P48443 Retinoid X receptor gamma 85.87% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 85.77% 89.63%
CHEMBL1937 Q92769 Histone deacetylase 2 81.23% 94.75%

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.
Aconitum maximum
Aconitum vilmorinianum
Actinidia kolomikta
Agastache foeniculum
Agathosma betulina
Arnebia euchroma
Arnebia guttata
Artemisia judaica
Aucklandia costus
Avena sativa
Averrhoa carambola
Baccharis dracunculifolia
Basella alba
Bellis perennis
Boronia koniambiensis
Boronia megastigma
Brassica napus
Calendula officinalis
Camellia sinensis
Canarium strictum
Cannabis sativa
Capsella bursa-pastoris
Capsicum annuum
Catharanthus roseus
Cerastium candidissimum
Chamaecyparis pisifera
Cichorium endivia
Citrullus lanatus
Citrus medica
Coreopsis grandiflora
Crateva religiosa
Crocus sativus
Cucumis melo
Cucurbita maxima
Daphne odora
Daucus carota
Dipteronia dyeriana
Dodonaea polyandra
Elsholtzia ciliata
Erigeron canadensis
Erucaria microcarpa
Festuca arundinacea
Garcinia macrophylla
Gossypium hirsutum
Gymnanthemum amygdalinum
Gymnosporia serrata
Hamamelis virginiana
Hedlundia hybrida
Humulus lupulus
Humulus scandens
Ilex paraguariensis
Inula helenium
Inula racemosa
Jacaranda caucana
Lavandula angustifolia subsp. angustifolia
Lepidium meyenii
Lithospermum erythrorhizon
Lonicera japonica
Lycium chinense
Malus domestica
Mandragora officinarum
Maytenus loeseneri
Medicago sativa
Mentha arvensis
Mentha canadensis
Mosla chinensis
Murraya kwangsiensis
Nelumbo nucifera
Nepeta nepetella
Nepeta racemosa
Nerium oleander
Ocimum basilicum
Odontites vulgaris
Ongokea gore
Ophiorrhiza blumeana
Opuntia ficus-indica
Origanum vulgare
Passiflora incarnata
Perilla frutescens
Persicaria bistorta
Peucedanum palustre
Phalaenopsis aphrodite
Physalis solanaceus
Plectranthus mollis
Podocarpus salignus
Polygala senega
Prosopis ruscifolia
Prunella vulgaris
Prunus armeniaca
Prunus dulcis
Psychotria bahiensis
Pterocarpus indicus
Rhanterium epapposum
Schistostephium rotundifolium
Scutellaria barbata
Senna alexandrina
Sideritis hispida
Sideritis syriaca
Sideritis tragoriganum
Siphocampylus verticillatus
Stevia rebaudiana
Swertia japonica
Thapsia garganica
Tilia tomentosa
Trigonella foenum-graecum
Triticum aestivum
Uncaria macrophylla
Vaccinium corymbosum
Vachellia farnesiana var. farnesiana
Valeriana officinalis
Vepris pilosa
Veratrum shanense
Viburnum chingii
Vitis rotundifolia
Wurfbainia neoaurantiaca
Zanthoxylum melanostictum
Zea mays
Zingiber mioga
Zingiber officinale

Cross-Links

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PubChem 638014
NPASS NPC295777
LOTUS LTS0155178
wikiData Q105126502