3-[(4-hydroxyphenyl)methoxy]-8-methoxy-3,4-dihydro-2H-chromen-7-ol

Details

• Internal ID: a6cfde31-4a32-4956-90b2-17379645a3fd
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 3-[(4-hydroxyphenyl)methoxy]-8-methoxy-3,4-dihydro-2H-chromen-7-ol
• InChI: InChI=1S/C17H18O5/c1-20-17-15(19)7-4-12-8-14(10-22-16(12)17)21-9-11-2-5-13(18)6-3-11/h2-7,14,18-19H,8-10H2,1H3
• InChI Key: AQXNTWDJHGHLRQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9394	93.94%
Caco-2	+	0.7517	75.17%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8043	80.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7500	75.00%
P-glycoprotein inhibitior	-	0.6583	65.83%
P-glycoprotein substrate	-	0.6785	67.85%
CYP3A4 substrate	+	0.5098	50.98%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	+	0.5558	55.58%
CYP3A4 inhibition	-	0.7504	75.04%
CYP2C9 inhibition	-	0.6351	63.51%
CYP2C19 inhibition	+	0.8408	84.08%
CYP2D6 inhibition	-	0.7617	76.17%
CYP1A2 inhibition	+	0.7006	70.06%
CYP2C8 inhibition	+	0.7415	74.15%
CYP inhibitory promiscuity	+	0.6719	67.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5933	59.33%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.6780	67.80%
Skin irritation	-	0.8231	82.31%
Skin corrosion	-	0.9707	97.07%
Ames mutagenesis	-	0.5108	51.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.8290	82.90%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8773	87.73%
Acute Oral Toxicity (c)	III	0.7233	72.33%
Estrogen receptor binding	+	0.8497	84.97%
Androgen receptor binding	+	0.6290	62.90%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	+	0.5593	55.93%
Aromatase binding	+	0.5824	58.24%
PPAR gamma	+	0.5426	54.26%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8329	83.29%

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	97.45%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.29%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.55%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.59%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.00%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.21%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.98%	91.71%
CHEMBL1951	P21397	Monoamine oxidase A	86.65%	91.49%
CHEMBL1944	P08473	Neprilysin	83.06%	92.63%
CHEMBL242	Q92731	Estrogen receptor beta	82.54%	98.35%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.46%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.66%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.61%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.32%	85.00%

Plants that contains it

• Dracaena draco

Cross-Links

• PubChem: 163033530
• LOTUS: LTS0250417
• wikiData: Q104917147