4'-Hydroxyacetophenone

Details

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Internal ID 819d87e1-ed12-4f3f-9cf7-9c82ccba3417
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name 1-(4-hydroxyphenyl)ethanone
SMILES (Canonical) CC(=O)C1=CC=C(C=C1)O
SMILES (Isomeric) CC(=O)C1=CC=C(C=C1)O
InChI InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3
InChI Key TXFPEBPIARQUIG-UHFFFAOYSA-N
Popularity 973 references in papers

Physical and Chemical Properties

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Molecular Formula C8H8O2
Molecular Weight 136.15 g/mol
Exact Mass 136.052429494 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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99-93-4
4-Hydroxyacetophenone
1-(4-Hydroxyphenyl)ethanone
P-HYDROXYACETOPHENONE
4-Acetylphenol
Piceol
Ethanone, 1-(4-hydroxyphenyl)-
p-Acetylphenol
p-Hydroxyphenyl methyl ketone
para-Hydroxyacetophenone
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 4'-Hydroxyacetophenone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.9456 94.56%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8861 88.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8960 89.60%
OATP1B3 inhibitior + 0.9757 97.57%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9569 95.69%
P-glycoprotein inhibitior - 0.9859 98.59%
P-glycoprotein substrate - 0.9587 95.87%
CYP3A4 substrate - 0.7352 73.52%
CYP2C9 substrate - 0.8108 81.08%
CYP2D6 substrate - 0.7768 77.68%
CYP3A4 inhibition - 0.8918 89.18%
CYP2C9 inhibition - 0.9769 97.69%
CYP2C19 inhibition - 0.9346 93.46%
CYP2D6 inhibition - 0.9750 97.50%
CYP1A2 inhibition - 0.6211 62.11%
CYP2C8 inhibition - 0.7618 76.18%
CYP inhibitory promiscuity - 0.9328 93.28%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.5704 57.04%
Carcinogenicity (trinary) Non-required 0.6306 63.06%
Eye corrosion + 0.9789 97.89%
Eye irritation + 1.0000 100.00%
Skin irritation + 0.9564 95.64%
Skin corrosion + 0.7913 79.13%
Ames mutagenesis - 0.9500 95.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8810 88.10%
Micronuclear - 0.5560 55.60%
Hepatotoxicity + 0.9125 91.25%
skin sensitisation + 0.8313 83.13%
Respiratory toxicity - 0.9222 92.22%
Reproductive toxicity - 0.8556 85.56%
Mitochondrial toxicity - 0.9250 92.50%
Nephrotoxicity + 0.6622 66.22%
Acute Oral Toxicity (c) III 0.8286 82.86%
Estrogen receptor binding - 0.8883 88.83%
Androgen receptor binding - 0.7115 71.15%
Thyroid receptor binding - 0.8569 85.69%
Glucocorticoid receptor binding - 0.8316 83.16%
Aromatase binding - 0.8027 80.27%
PPAR gamma - 0.9279 92.79%
Honey bee toxicity - 0.9802 98.02%
Biodegradation + 1.0000 100.00%
Crustacea aquatic toxicity - 0.8300 83.00%
Fish aquatic toxicity + 0.6570 65.70%

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
CHEMBL4208 P20618 Proteasome component C5 85.98% 90.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.12% 93.10%
CHEMBL2581 P07339 Cathepsin D 84.10% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.53% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.53% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.12% 99.17%

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 nephrolepis
Abies spectabilis
Acanthophyllum sordidum
Achlys triphylla
Aconitum habaense
Aconitum tanguticum
Agave cocui
Ageratina glechonophylla
Ajuga australis
Albizia procera
Aloe ferox
Aphelandra chamissoniana
Apocynum cannabinum
Artemisia campestris
Artemisia capillaris
Artemisia chamaemelifolia
Artemisia giraldii
Artemisia gmelinii
Artemisia igniaria
Artemisia japonica
Artemisia ludoviciana
Artemisia marschalliana
Artemisia ordosica
Artemisia pedemontana subsp. assoana
Artemisia scoparia
Artemisia scoparia
Artemisia xanthochroa
Aster himalaicus
Baccharis patagonica
Boltonia asteroides
Bougainvillea glabra
Bulbophyllum protractum
Calea mediterranea
Calystegia pubescens
Campanula hypopolia
Carthamus tinctorius
Centaurea calcitrapa
Centaurea regia
Chasmanthera dependens
Chiloscyphus rivularis
Chrysothamnus viscidiflorus
Chuquiraga spinosa
Citropsis articulata
Coffea arabica
Conioselinum smithii
Conocarpus erectus
Corydalis pallida
Crepis czerepanovii
Culcitium albifolium
Cylindropuntia leptocaulis
Cynanchum bungei
Cynanchum wilfordii
Cypripedium calceolus
Cyrtocymura scorpioides
Diospyros japonica
Drimia calcarata
Drypetes gossweileri
Dysoxylum lenticellare
Echinacea purpurea
Elaeagnus pungens
Eleutherococcus spinosus
Fabiana imbricata
Flemingia prostrata
Flourensia heterolepis
Flourensia macrophylla
Flourensia riparia
Glechoma grandis
Glechoma longituba
Gynoxys buxifolia
Haplopappus glutinosus
Helichrysum drakensbergense
Helichrysum stoechas
Hemionitis doryopteris
Homalolepis cuneata
Hortonia floribunda
Huperzia selago
Hymenoxys grandiflora
Ipomoea corymbosa
Iris florentina
Kielmeyera rubriflora
Lactuca sativa
Lagochilus leiacanthus
Lampranthus sociorum
Larix lyallii
Lupinus pilosus
Lycium chinense
Maackia floribunda
Magnolia fraseri
Meliosma simplicifolia subsp. pungens
Mesembryanthemum tortuosum
Morus alba
Morus indica
Ophryosporus floribundus
Oroxylum indicum
Osteospermum microcarpum subsp. microcarpum
Packera hartiana
Paeonia suffruticosa
Panax notoginseng
Perymenium mendezii
Philadelphus coronarius
Picea abies
Picea glauca
Plumbago indica
Plumeria rubra
Polyalthia stenopetala
Polygala fruticosa
Pongamia pinnata
Populus trichocarpa
Posidonia oceanica
Protium tonkinense
Prunus persica
Pseudotsuga japonica
Pterocarpus macrocarpus
Pyrola rotundifolia
Pyrus communis
Rhododendron dauricum
Robinsonecio gerberifolius
Roemeria refracta
Rubus occidentalis
Sauromatum venosum
Saussurea involucrata
Saussurea simpsoniana
Saxifraga stolonifera
Scandix pecten-veneris
Scutellaria barbata
Senecio chionophilus
Senecio filaginoides
Senecio miser
Senecio oxyodontus
Senecio pachyphyllos
Senecio scandens
Seriphidium herba-alba
Seriphidium porrectum
Sideritis discolor
Solanum aethiopicum
Solanum americanum
Sorbaria kirilowii
Sphagnum magellanicum
Steirodiscus tagetes
Strophanthus hispidus
Strychnos henningsii
Syncarpha gnaphaloides
Syzygium levinei
Tanacetopsis mucronata
Tanacetum sinaicum
Tarchonanthus camphoratus
Thalictrum podocarpum
Trichilia catigua
Trollius chinensis
Uncaria rhynchophylla
Vaccinium vitis-idaea
Ventilago madraspatana
Vincetoxicum atratum
Vincetoxicum hirsutum
Vincetoxicum hirundinaria subsp. hirundinaria
Vincetoxicum versicolor
Vitex trifolia subsp. litoralis
Vitis vinifera
Werneria nubigena
Wikstroemia canescens
Xanthium spinosum subsp. spinosum
Ziziphora clinopodioides

Cross-Links

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PubChem 7469
NPASS NPC6984
ChEMBL CHEMBL201083
LOTUS LTS0214036
wikiData Q7190613