(3R)-3-hydroxy-1-(2-hydroxy-4,6-dimethoxyphenyl)butan-1-one

Details

• Internal ID: 502ddd4d-e59a-47d1-b6a2-c482ad4222ca
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (3R)-3-hydroxy-1-(2-hydroxy-4,6-dimethoxyphenyl)butan-1-one
• InChI: InChI=1S/C12H16O5/c1-7(13)4-9(14)12-10(15)5-8(16-2)6-11(12)17-3/h5-7,13,15H,4H2,1-3H3/t7-/m1/s1
• InChI Key: MWSFJTCZFKZJIL-SSDOTTSWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	+	0.7385	73.85%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8731	87.31%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9079	90.79%
P-glycoprotein inhibitior	-	0.9379	93.79%
P-glycoprotein substrate	-	0.8800	88.00%
CYP3A4 substrate	-	0.6171	61.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7630	76.30%
CYP3A4 inhibition	-	0.8111	81.11%
CYP2C9 inhibition	-	0.9309	93.09%
CYP2C19 inhibition	+	0.5510	55.10%
CYP2D6 inhibition	-	0.6352	63.52%
CYP1A2 inhibition	+	0.5913	59.13%
CYP2C8 inhibition	-	0.7942	79.42%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6935	69.35%
Carcinogenicity (trinary)	Non-required	0.7030	70.30%
Eye corrosion	-	0.9094	90.94%
Eye irritation	+	0.6233	62.33%
Skin irritation	-	0.7283	72.83%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6855	68.55%
Micronuclear	-	0.6482	64.82%
Hepatotoxicity	-	0.5353	53.53%
skin sensitisation	-	0.7321	73.21%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5884	58.84%
Acute Oral Toxicity (c)	III	0.5709	57.09%
Estrogen receptor binding	-	0.5995	59.95%
Androgen receptor binding	-	0.5773	57.73%
Thyroid receptor binding	-	0.5472	54.72%
Glucocorticoid receptor binding	-	0.5209	52.09%
Aromatase binding	-	0.5815	58.15%
PPAR gamma	+	0.5610	56.10%
Honey bee toxicity	-	0.9494	94.94%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8545	85.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.73%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.14%	99.15%
CHEMBL4208	P20618	Proteasome component C5	93.64%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.20%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL2535	P11166	Glucose transporter	88.19%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.36%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.09%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	84.33%	90.20%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.92%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	83.73%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.88%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.47%	95.50%

Plants that contains it

• Hymenophyton flabellatum

Cross-Links

• PubChem: 44233635
• LOTUS: LTS0012307
• wikiData: Q105173750