Pentamethoxychalkon

Details

• Internal ID: 0623ec21-6597-415f-8f51-176784766d90
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: 3-(2,3,4,5,6-pentamethoxyphenyl)-1-phenylprop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C(C(=C1OC)OC)OC)OC)C=CC(=O)C2=CC=CC=C2
• SMILES (Isomeric): COC1=C(C(=C(C(=C1OC)OC)OC)OC)C=CC(=O)C2=CC=CC=C2
• InChI: InChI=1S/C20H22O6/c1-22-16-14(11-12-15(21)13-9-7-6-8-10-13)17(23-2)19(25-4)20(26-5)18(16)24-3/h6-12H,1-5H3
• InChI Key: RCARWOWRXHDENN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8936	89.36%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9641	96.41%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8234	82.34%
P-glycoprotein inhibitior	+	0.8375	83.75%
P-glycoprotein substrate	-	0.9755	97.55%
CYP3A4 substrate	-	0.6556	65.56%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7807	78.07%
CYP3A4 inhibition	+	0.6861	68.61%
CYP2C9 inhibition	-	0.9568	95.68%
CYP2C19 inhibition	+	0.7316	73.16%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	+	0.9177	91.77%
CYP2C8 inhibition	-	0.5837	58.37%
CYP inhibitory promiscuity	+	0.8469	84.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7914	79.14%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9447	94.47%
Eye irritation	+	0.6039	60.39%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3645	36.45%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8806	88.06%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7197	71.97%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	+	0.8988	89.88%
Androgen receptor binding	+	0.7041	70.41%
Thyroid receptor binding	+	0.7178	71.78%
Glucocorticoid receptor binding	+	0.6723	67.23%
Aromatase binding	-	0.7304	73.04%
PPAR gamma	+	0.6248	62.48%
Honey bee toxicity	-	0.9178	91.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.28%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.42%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.43%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.24%	95.50%
CHEMBL2535	P11166	Glucose transporter	83.37%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.10%	96.09%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 129642067
• LOTUS: LTS0257487
• wikiData: Q105233467