(2R)-2,3-dihydroxy-1-(4-hydroxyphenyl)propan-1-one

Details

• Internal ID: 0d7ee60d-34f5-44a1-ab8b-4b55b473d555
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (2R)-2,3-dihydroxy-1-(4-hydroxyphenyl)propan-1-one
• SMILES (Canonical): C1=CC(=CC=C1C(=O)C(CO)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)[C@@H](CO)O)O
• InChI: InChI=1S/C9H10O4/c10-5-8(12)9(13)6-1-3-7(11)4-2-6/h1-4,8,10-12H,5H2/t8-/m1/s1
• InChI Key: GIDCYTNGBLUMQG-MRVPVSSYSA-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: -0.10
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9746	97.46%
Caco-2	+	0.6528	65.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8045	80.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8878	88.78%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9692	96.92%
P-glycoprotein inhibitior	-	0.9859	98.59%
P-glycoprotein substrate	-	0.9566	95.66%
CYP3A4 substrate	-	0.7302	73.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7850	78.50%
CYP3A4 inhibition	-	0.8338	83.38%
CYP2C9 inhibition	-	0.9729	97.29%
CYP2C19 inhibition	-	0.9573	95.73%
CYP2D6 inhibition	-	0.9585	95.85%
CYP1A2 inhibition	-	0.8206	82.06%
CYP2C8 inhibition	-	0.7353	73.53%
CYP inhibitory promiscuity	-	0.9564	95.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6958	69.58%
Eye corrosion	-	0.9548	95.48%
Eye irritation	+	0.9880	98.80%
Skin irritation	+	0.5433	54.33%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.8970	89.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.9374	93.74%
Micronuclear	-	0.6285	62.85%
Hepatotoxicity	-	0.6446	64.46%
skin sensitisation	+	0.6400	64.00%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6689	66.89%
Acute Oral Toxicity (c)	III	0.7472	74.72%
Estrogen receptor binding	-	0.8919	89.19%
Androgen receptor binding	-	0.5365	53.65%
Thyroid receptor binding	-	0.7532	75.32%
Glucocorticoid receptor binding	-	0.8528	85.28%
Aromatase binding	-	0.8252	82.52%
PPAR gamma	-	0.6617	66.17%
Honey bee toxicity	-	0.9672	96.72%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.6795	67.95%

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	90.19%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.11%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.40%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	85.74%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.31%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.58%	93.10%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	82.48%	98.33%
CHEMBL4208	P20618	Proteasome component C5	82.47%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.92%	86.33%

Plants that contains it

• Pisonia umbellifera

Cross-Links

• PubChem: 162958208
• LOTUS: LTS0227403
• wikiData: Q105008880