2-Hydroxyacetophenone

Details

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Internal ID ebae6d36-20e4-4b52-a5c4-49d58e1131d0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name 2-hydroxy-1-phenylethanone
SMILES (Canonical) C1=CC=C(C=C1)C(=O)CO
SMILES (Isomeric) C1=CC=C(C=C1)C(=O)CO
InChI InChI=1S/C8H8O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,9H,6H2
InChI Key ZWVHTXAYIKBMEE-UHFFFAOYSA-N
Popularity 1,271 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 1.10
Atomic LogP (AlogP) 0.86
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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582-24-1
2-Hydroxy-1-phenylethanone
Phenacyl alcohol
Benzoylcarbinol
Glycolophenone
Ethanone, 2-hydroxy-1-phenyl-
alpha-Hydroxyacetophenone
2-Hydroxy-1-phenylethan-1-one
Methanol, benzoyl-
Acetophenone, 2-hydroxy-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 2-Hydroxyacetophenone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 + 0.9511 95.11%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.7571 75.71%
Subcellular localzation Mitochondria 0.7901 79.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9657 96.57%
OATP1B3 inhibitior + 0.9514 95.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.9145 91.45%
P-glycoprotein inhibitior - 0.9889 98.89%
P-glycoprotein substrate - 0.9881 98.81%
CYP3A4 substrate - 0.8190 81.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7820 78.20%
CYP3A4 inhibition - 0.9612 96.12%
CYP2C9 inhibition - 0.9051 90.51%
CYP2C19 inhibition - 0.8017 80.17%
CYP2D6 inhibition - 0.9602 96.02%
CYP1A2 inhibition - 0.5168 51.68%
CYP2C8 inhibition - 0.9159 91.59%
CYP inhibitory promiscuity - 0.8756 87.56%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.6917 69.17%
Carcinogenicity (trinary) Non-required 0.7812 78.12%
Eye corrosion + 0.7810 78.10%
Eye irritation + 1.0000 100.00%
Skin irritation + 0.9015 90.15%
Skin corrosion - 0.6106 61.06%
Ames mutagenesis - 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8902 89.02%
Micronuclear - 0.7982 79.82%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation + 0.8522 85.22%
Respiratory toxicity - 0.8333 83.33%
Reproductive toxicity - 0.7556 75.56%
Mitochondrial toxicity - 0.8375 83.75%
Nephrotoxicity + 0.5677 56.77%
Acute Oral Toxicity (c) III 0.7668 76.68%
Estrogen receptor binding - 0.9457 94.57%
Androgen receptor binding - 0.8763 87.63%
Thyroid receptor binding - 0.8423 84.23%
Glucocorticoid receptor binding - 0.9250 92.50%
Aromatase binding - 0.8093 80.93%
PPAR gamma - 0.7665 76.65%
Honey bee toxicity - 0.9837 98.37%
Biodegradation + 0.7500 75.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity - 0.8535 85.35%

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
CHEMBL221 P23219 Cyclooxygenase-1 93.20% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.28% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.75% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.65% 94.62%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.23% 100.00%

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.
Artemisia capillaris
Atractylodes lancea
Atractylodes macrocephala
Carissa spinarum
Paeonia suffruticosa
Scutellaria baicalensis
Vincetoxicum hirundinaria subsp. hirundinaria

Cross-Links

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PubChem 68490
NPASS NPC129588
LOTUS LTS0222693
wikiData Q27103649