(E)-1-(2,4-dihydroxy-6-methoxyphenyl)but-2-en-1-one

Details

• Internal ID: eab56853-95d1-4f49-94dc-7bcdcde0bb44
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (E)-1-(2,4-dihydroxy-6-methoxyphenyl)but-2-en-1-one
• SMILES (Canonical): CC=CC(=O)C1=C(C=C(C=C1OC)O)O
• SMILES (Isomeric): C/C=C/C(=O)C1=C(C=C(C=C1OC)O)O
• InChI: InChI=1S/C11H12O4/c1-3-4-8(13)11-9(14)5-7(12)6-10(11)15-2/h3-6,12,14H,1-2H3/b4-3+
• InChI Key: SVULEUWXODTMQK-ONEGZZNKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	+	0.6555	65.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8075	80.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9859	98.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.9011	90.11%
P-glycoprotein inhibitior	-	0.9424	94.24%
P-glycoprotein substrate	-	0.9161	91.61%
CYP3A4 substrate	-	0.5837	58.37%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	+	0.6437	64.37%
CYP2C9 inhibition	+	0.5268	52.68%
CYP2C19 inhibition	+	0.7496	74.96%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	+	0.7537	75.37%
CYP2C8 inhibition	+	0.5139	51.39%
CYP inhibitory promiscuity	+	0.6304	63.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7567	75.67%
Carcinogenicity (trinary)	Non-required	0.7523	75.23%
Eye corrosion	-	0.5818	58.18%
Eye irritation	+	0.9878	98.78%
Skin irritation	+	0.5820	58.20%
Skin corrosion	-	0.8824	88.24%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5353	53.53%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5435	54.35%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5859	58.59%
Acute Oral Toxicity (c)	III	0.7031	70.31%
Estrogen receptor binding	+	0.7614	76.14%
Androgen receptor binding	-	0.6006	60.06%
Thyroid receptor binding	-	0.5440	54.40%
Glucocorticoid receptor binding	+	0.6043	60.43%
Aromatase binding	-	0.5188	51.88%
PPAR gamma	+	0.6196	61.96%
Honey bee toxicity	-	0.8990	89.90%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9391	93.91%

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	94.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL3194	P02766	Transthyretin	90.98%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.79%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.17%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.13%	90.00%
CHEMBL2535	P11166	Glucose transporter	82.71%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.66%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

Plants that contains it

• Hymenophyton flabellatum

Cross-Links

• PubChem: 44233633
• LOTUS: LTS0105645
• wikiData: Q105262458