(3r)-2,3-Dihydro-7-hydroxy-5-methoxy-3-(4-methoxybenzyl)-6,8-dimethyl-4h-chromen-4-one

Details

• Internal ID: 86ebe2d5-21f1-49c0-9a9c-0622ecdc48f2
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: (3R)-7-hydroxy-5-methoxy-3-[(4-methoxyphenyl)methyl]-6,8-dimethyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C(=C(C2=C1OCC(C2=O)CC3=CC=C(C=C3)OC)OC)C)O
• SMILES (Isomeric): CC1=C(C(=C(C2=C1OC[C@H](C2=O)CC3=CC=C(C=C3)OC)OC)C)O
• InChI: InChI=1S/C20H22O5/c1-11-17(21)12(2)20-16(19(11)24-4)18(22)14(10-25-20)9-13-5-7-15(23-3)8-6-13/h5-8,14,21H,9-10H2,1-4H3/t14-/m1/s1
• InChI Key: OXTVCCMEMSFLOW-CQSZACIVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	+	0.8733	87.33%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7913	79.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4760	47.60%
P-glycoprotein substrate	-	0.7876	78.76%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.7049	70.49%
CYP3A4 inhibition	-	0.7065	70.65%
CYP2C9 inhibition	-	0.5337	53.37%
CYP2C19 inhibition	+	0.7873	78.73%
CYP2D6 inhibition	-	0.8656	86.56%
CYP1A2 inhibition	+	0.9253	92.53%
CYP2C8 inhibition	+	0.4821	48.21%
CYP inhibitory promiscuity	+	0.6929	69.29%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.7079	70.79%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.6460	64.60%
Skin irritation	-	0.8256	82.56%
Skin corrosion	-	0.9868	98.68%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6096	60.96%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8870	88.70%
Acute Oral Toxicity (c)	III	0.5388	53.88%
Estrogen receptor binding	+	0.8637	86.37%
Androgen receptor binding	+	0.7543	75.43%
Thyroid receptor binding	+	0.5904	59.04%
Glucocorticoid receptor binding	+	0.8473	84.73%
Aromatase binding	-	0.4932	49.32%
PPAR gamma	+	0.6868	68.68%
Honey bee toxicity	-	0.9132	91.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8827	88.27%

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	96.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.23%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.77%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.06%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.49%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.77%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.13%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.14%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.55%	99.15%

Plants that contains it

• Ophiopogon japonicus

Cross-Links

• PubChem: 46832770
• LOTUS: LTS0159280
• wikiData: Q105202938