4'-Hydroxy-2,6-dimethoxydihydrochalcone

Details

• Internal ID: 1399e69c-a96a-4702-82ae-a4980ba0e717
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retro-dihydrochalcones
• IUPAC Name: 3-(2,6-dimethoxyphenyl)-1-(4-hydroxyphenyl)propan-1-one
• InChI: InChI=1S/C17H18O4/c1-20-16-4-3-5-17(21-2)14(16)10-11-15(19)12-6-8-13(18)9-7-12/h3-9,18H,10-11H2,1-2H3
• InChI Key: BRIOVNZRUNCVKT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• RefChem:911748
• Cochinchinenin A
• 1057666-04-2
• VF28BF5REK
• 3-(2,6-dimethoxyphenyl)-1-(4-hydroxyphenyl)propan-1-one
• UNII-VF28BF5REK
• 1-Propanone, 3-(2,6-dimethoxyphenyl)-1-(4-hydroxyphenyl)-
• 3-(2,6-Dimethoxyphenyl)-1-(4-hydroxyphenyl)-1-propanone
• orb1297416
• LMPK12120463
• MFCD29048573
• AKOS040760345
• FS-7115
• CS-0018687
• G69808

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.8855	88.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9414	94.14%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6947	69.47%
P-glycoprotein inhibitior	-	0.6185	61.85%
P-glycoprotein substrate	-	0.7199	71.99%
CYP3A4 substrate	-	0.5193	51.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3530	35.30%
CYP3A4 inhibition	-	0.7303	73.03%
CYP2C9 inhibition	-	0.7380	73.80%
CYP2C19 inhibition	+	0.8945	89.45%
CYP2D6 inhibition	-	0.8516	85.16%
CYP1A2 inhibition	+	0.8168	81.68%
CYP2C8 inhibition	+	0.8818	88.18%
CYP inhibitory promiscuity	+	0.5867	58.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7276	72.76%
Carcinogenicity (trinary)	Non-required	0.7143	71.43%
Eye corrosion	-	0.9684	96.84%
Eye irritation	+	0.7342	73.42%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7505	75.05%
Micronuclear	-	0.6667	66.67%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.9328	93.28%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.4797	47.97%
Acute Oral Toxicity (c)	III	0.7158	71.58%
Estrogen receptor binding	+	0.7711	77.11%
Androgen receptor binding	+	0.7414	74.14%
Thyroid receptor binding	+	0.5418	54.18%
Glucocorticoid receptor binding	+	0.7039	70.39%
Aromatase binding	+	0.6985	69.85%
PPAR gamma	-	0.5501	55.01%
Honey bee toxicity	-	0.9403	94.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9059	90.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.63%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	94.44%	90.20%
CHEMBL2535	P11166	Glucose transporter	92.82%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.47%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.74%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.75%	93.99%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.06%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.78%	91.11%
CHEMBL4208	P20618	Proteasome component C5	82.10%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.89%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.30%	96.95%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 42607673
• NPASS: NPC267577