(5,7-Dihydroxy-3,6-dimethoxy-4-oxo-2-phenylchromen-8-yl) 2-methylbut-2-enoate

Details

• Internal ID: 48c2dc21-0a77-4623-88b6-86e4c7d41ced
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: (5,7-dihydroxy-3,6-dimethoxy-4-oxo-2-phenylchromen-8-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1=C2C(=C(C(=C1O)OC)O)C(=O)C(=C(O2)C3=CC=CC=C3)OC
• SMILES (Isomeric): CC=C(C)C(=O)OC1=C2C(=C(C(=C1O)OC)O)C(=O)C(=C(O2)C3=CC=CC=C3)OC
• InChI: InChI=1S/C22H20O8/c1-5-11(2)22(26)30-21-16(25)19(27-3)14(23)13-15(24)20(28-4)17(29-18(13)21)12-9-7-6-8-10-12/h5-10,23,25H,1-4H3
• InChI Key: ODAKJIXAIBHVIC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₈
• Molecular Weight: 412.40 g/mol
• Exact Mass: 412.11581759 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 8
• 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	+	0.9439	94.39%
Caco-2	+	0.5173	51.73%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5649	56.49%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.8643	86.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6892	68.92%
P-glycoprotein inhibitior	+	0.8714	87.14%
P-glycoprotein substrate	-	0.7892	78.92%
CYP3A4 substrate	+	0.5437	54.37%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.7105	71.05%
CYP2C9 inhibition	-	0.6213	62.13%
CYP2C19 inhibition	+	0.5469	54.69%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.6721	67.21%
CYP2C8 inhibition	+	0.6132	61.32%
CYP inhibitory promiscuity	+	0.7649	76.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5413	54.13%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.6376	63.76%
Skin irritation	-	0.7168	71.68%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4655	46.55%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5948	59.48%
Acute Oral Toxicity (c)	III	0.4228	42.28%
Estrogen receptor binding	+	0.8366	83.66%
Androgen receptor binding	+	0.6492	64.92%
Thyroid receptor binding	+	0.5511	55.11%
Glucocorticoid receptor binding	+	0.7504	75.04%
Aromatase binding	+	0.5367	53.67%
PPAR gamma	+	0.7254	72.54%
Honey bee toxicity	-	0.8013	80.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	99.25%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.63%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.60%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.33%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.26%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.79%	95.50%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.60%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.92%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.65%	99.17%
CHEMBL3959	P16083	Quinone reductase 2	82.10%	89.49%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.70%	81.11%

Plants that contains it

• Pseudognaphalium cheiranthifolium

Cross-Links

• PubChem: 85275885
• LOTUS: LTS0154711
• wikiData: Q105189697