5,7-Dihydroxy-6,8-dimethyl-3-(4'-hydroxy-3'-methoxybenzyl)chroman-4-one

Details

• Internal ID: 0493ff11-6850-4d1e-9fe6-5220df3e3239
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: 5,7-dihydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]-6,8-dimethyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C19H20O6/c1-9-16(21)10(2)19-15(17(9)22)18(23)12(8-25-19)6-11-4-5-13(20)14(7-11)24-3/h4-5,7,12,20-22H,6,8H2,1-3H3
• InChI Key: DPWJUIYOIZDQPQ-UHFFFAOYSA-N
• Popularity: 2 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): 96.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8732	87.32%
Caco-2	+	0.6703	67.03%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6101	61.01%
OATP2B1 inhibitior	-	0.5780	57.80%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	-	0.3368	33.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6172	61.72%
P-glycoprotein inhibitior	-	0.7959	79.59%
P-glycoprotein substrate	-	0.6942	69.42%
CYP3A4 substrate	+	0.5689	56.89%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.6439	64.39%
CYP2C9 inhibition	-	0.5587	55.87%
CYP2C19 inhibition	+	0.5260	52.60%
CYP2D6 inhibition	-	0.7619	76.19%
CYP1A2 inhibition	+	0.8225	82.25%
CYP2C8 inhibition	+	0.6838	68.38%
CYP inhibitory promiscuity	+	0.7757	77.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7319	73.19%
Eye corrosion	-	0.9811	98.11%
Eye irritation	+	0.5808	58.08%
Skin irritation	-	0.8086	80.86%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6680	66.80%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8623	86.23%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8869	88.69%
Acute Oral Toxicity (c)	III	0.7161	71.61%
Estrogen receptor binding	+	0.9103	91.03%
Androgen receptor binding	+	0.7136	71.36%
Thyroid receptor binding	+	0.6003	60.03%
Glucocorticoid receptor binding	+	0.8029	80.29%
Aromatase binding	+	0.5767	57.67%
PPAR gamma	-	0.5400	54.00%
Honey bee toxicity	-	0.8818	88.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8216	82.16%

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	98.34%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.75%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.01%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.15%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.79%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.82%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.66%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.48%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.92%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.79%	97.09%
CHEMBL2535	P11166	Glucose transporter	81.16%	98.75%

Plants that contains it

• Ophiopogon japonicus

Cross-Links

• PubChem: 5316771
• LOTUS: LTS0132727
• wikiData: Q104986749