1-(3,5-Dihydroxyphenyl)-2-hydroxypropane-1-one

Details

• Internal ID: 30ff2d0a-be44-41bf-be85-5a7991279a47
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (2S)-1-(3,5-dihydroxyphenyl)-2-hydroxypropan-1-one
• SMILES (Canonical): CC(C(=O)C1=CC(=CC(=C1)O)O)O
• SMILES (Isomeric): C[C@@H](C(=O)C1=CC(=CC(=C1)O)O)O
• InChI: InChI=1S/C9H10O4/c1-5(10)9(13)6-2-7(11)4-8(12)3-6/h2-5,10-12H,1H3/t5-/m0/s1
• InChI Key: ITMHWYKSFAXVLQ-YFKPBYRVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17 g/mol
• Exact Mass: 182.05790880 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• RefChem:74254
• CHEBI:211761
• 1-(3,5-dihydroxyphenyl)-2- hydroxypropane-1-one
• (2S)-1-(3,5-dihydroxyphenyl)-2-hydroxypropan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9609	96.09%
Caco-2	+	0.6036	60.36%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7901	79.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9790	97.90%
P-glycoprotein inhibitior	-	0.9848	98.48%
P-glycoprotein substrate	-	0.9717	97.17%
CYP3A4 substrate	-	0.7326	73.26%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.7630	76.30%
CYP3A4 inhibition	+	0.5621	56.21%
CYP2C9 inhibition	-	0.6957	69.57%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.6538	65.38%
CYP2C8 inhibition	-	0.9649	96.49%
CYP inhibitory promiscuity	-	0.7943	79.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7452	74.52%
Carcinogenicity (trinary)	Non-required	0.7198	71.98%
Eye corrosion	-	0.5602	56.02%
Eye irritation	+	0.9837	98.37%
Skin irritation	+	0.8217	82.17%
Skin corrosion	-	0.5127	51.27%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8073	80.73%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.6079	60.79%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.5756	57.56%
Acute Oral Toxicity (c)	III	0.9026	90.26%
Estrogen receptor binding	-	0.8875	88.75%
Androgen receptor binding	-	0.7206	72.06%
Thyroid receptor binding	-	0.7717	77.17%
Glucocorticoid receptor binding	-	0.6150	61.50%
Aromatase binding	-	0.9010	90.10%
PPAR gamma	-	0.7364	73.64%
Honey bee toxicity	-	0.9630	96.30%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.6904	69.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.54%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.58%	90.71%
CHEMBL2535	P11166	Glucose transporter	85.81%	98.75%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	85.33%	98.33%
CHEMBL4208	P20618	Proteasome component C5	84.63%	90.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.49%	97.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.47%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.58%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.50%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	81.80%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590334
• LOTUS: LTS0064529
• wikiData: Q105120132