(Z)-1-(6-hydroxy-2,3,4-trimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

Details

• Internal ID: f29bc9a5-d66e-406d-8eb8-b3aef1a4dc6c
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (Z)-1-(6-hydroxy-2,3,4-trimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC(=O)C2=C(C(=C(C=C2O)OC)OC)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)/C=C\C(=O)C2=C(C(=C(C=C2O)OC)OC)OC
• InChI: InChI=1S/C19H20O6/c1-22-13-8-5-12(6-9-13)7-10-14(20)17-15(21)11-16(23-2)18(24-3)19(17)25-4/h5-11,21H,1-4H3/b10-7-
• InChI Key: FRISOFZUHCOQEC-YFHOEESVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.9166	91.66%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8159	81.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6759	67.59%
P-glycoprotein inhibitior	+	0.8647	86.47%
P-glycoprotein substrate	-	0.9369	93.69%
CYP3A4 substrate	-	0.5211	52.11%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	+	0.5168	51.68%
CYP2C9 inhibition	-	0.9746	97.46%
CYP2C19 inhibition	+	0.5781	57.81%
CYP2D6 inhibition	-	0.9008	90.08%
CYP1A2 inhibition	+	0.7048	70.48%
CYP2C8 inhibition	+	0.7312	73.12%
CYP inhibitory promiscuity	+	0.6325	63.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7825	78.25%
Carcinogenicity (trinary)	Non-required	0.6008	60.08%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.5053	50.53%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9864	98.64%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3645	36.45%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8715	87.15%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6979	69.79%
Acute Oral Toxicity (c)	III	0.6006	60.06%
Estrogen receptor binding	+	0.9317	93.17%
Androgen receptor binding	+	0.7679	76.79%
Thyroid receptor binding	+	0.7940	79.40%
Glucocorticoid receptor binding	+	0.7472	74.72%
Aromatase binding	+	0.6732	67.32%
PPAR gamma	+	0.7286	72.86%
Honey bee toxicity	-	0.9366	93.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.64%	95.56%
CHEMBL4208	P20618	Proteasome component C5	95.22%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.44%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.17%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.98%	96.09%
CHEMBL3194	P02766	Transthyretin	92.63%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.81%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.49%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.58%	93.99%
CHEMBL2535	P11166	Glucose transporter	85.47%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.34%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.13%	89.00%

Plants that contains it

• Spatholobus suberectus

Cross-Links

• PubChem: 86820664
• NPASS: NPC133173