(3R)-3-hydroxy-3-[(4-hydroxyphenyl)methyl]-5,6,7-trimethoxy-2H-chromen-4-one

Details

• Internal ID: 22039cf0-7ef9-4b63-8d14-b618f2b74715
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans
• IUPAC Name: (3R)-3-hydroxy-3-[(4-hydroxyphenyl)methyl]-5,6,7-trimethoxy-2H-chromen-4-one
• InChI: InChI=1S/C19H20O7/c1-23-14-8-13-15(17(25-3)16(14)24-2)18(21)19(22,10-26-13)9-11-4-6-12(20)7-5-11/h4-8,20,22H,9-10H2,1-3H3/t19-/m1/s1
• InChI Key: TUFKNPQRBPYABA-LJQANCHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 7
• 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	+	0.9673	96.73%
Caco-2	+	0.8382	83.82%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7252	72.52%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.8531	85.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6681	66.81%
P-glycoprotein inhibitior	-	0.4560	45.60%
P-glycoprotein substrate	-	0.7071	70.71%
CYP3A4 substrate	+	0.5933	59.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6587	65.87%
CYP3A4 inhibition	-	0.7884	78.84%
CYP2C9 inhibition	-	0.8770	87.70%
CYP2C19 inhibition	-	0.5840	58.40%
CYP2D6 inhibition	-	0.7765	77.65%
CYP1A2 inhibition	+	0.7188	71.88%
CYP2C8 inhibition	+	0.7622	76.22%
CYP inhibitory promiscuity	-	0.6908	69.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6595	65.95%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.4841	48.41%
Skin irritation	-	0.8283	82.83%
Skin corrosion	-	0.9693	96.93%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8229	82.29%
Micronuclear	+	0.6418	64.18%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5932	59.32%
Acute Oral Toxicity (c)	III	0.6222	62.22%
Estrogen receptor binding	+	0.9296	92.96%
Androgen receptor binding	+	0.7645	76.45%
Thyroid receptor binding	+	0.7411	74.11%
Glucocorticoid receptor binding	+	0.7350	73.50%
Aromatase binding	-	0.5720	57.20%
PPAR gamma	+	0.7317	73.17%
Honey bee toxicity	-	0.8426	84.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6247	62.47%
Fish aquatic toxicity	+	0.6504	65.04%

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	98.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.19%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.13%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.03%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.60%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.41%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.50%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.12%	96.77%
CHEMBL2535	P11166	Glucose transporter	88.03%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.18%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.62%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.28%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.32%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.98%	99.17%

Plants that contains it

• Fusifilum depressum

Cross-Links

• PubChem: 71713106
• LOTUS: LTS0236825
• wikiData: Q105264733