5,7-dimethoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-4-ol

Details

• Internal ID: 56a630f3-c9a4-4d09-9210-cd0bcf1965ab
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5,7-dimethoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-4-ol
• SMILES (Canonical): CC1=C2C(=C(C=C1OC)OC)C(CC(O2)C3=CC=CC=C3)O
• SMILES (Isomeric): CC1=C2C(=C(C=C1OC)OC)C(CC(O2)C3=CC=CC=C3)O
• InChI: InChI=1S/C18H20O4/c1-11-14(20-2)10-16(21-3)17-13(19)9-15(22-18(11)17)12-7-5-4-6-8-12/h4-8,10,13,15,19H,9H2,1-3H3
• InChI Key: LQSMRIYSKPIMBU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.8525	85.25%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6632	66.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9823	98.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6105	61.05%
P-glycoprotein inhibitior	-	0.4761	47.61%
P-glycoprotein substrate	-	0.8797	87.97%
CYP3A4 substrate	+	0.5259	52.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5812	58.12%
CYP3A4 inhibition	-	0.8145	81.45%
CYP2C9 inhibition	-	0.8968	89.68%
CYP2C19 inhibition	+	0.5053	50.53%
CYP2D6 inhibition	-	0.8377	83.77%
CYP1A2 inhibition	+	0.6743	67.43%
CYP2C8 inhibition	+	0.5675	56.75%
CYP inhibitory promiscuity	-	0.5419	54.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5616	56.16%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7795	77.95%
Skin corrosion	-	0.9784	97.84%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7873	78.73%
Micronuclear	+	0.7018	70.18%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9372	93.72%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8623	86.23%
Acute Oral Toxicity (c)	III	0.5293	52.93%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.6181	61.81%
Thyroid receptor binding	+	0.6303	63.03%
Glucocorticoid receptor binding	+	0.5951	59.51%
Aromatase binding	-	0.5461	54.61%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8800	88.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7182	71.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.49%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.66%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.39%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.24%	97.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.97%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.92%	99.17%

Plants that contains it

• Pancratium maritimum

Cross-Links

• PubChem: 14482775
• LOTUS: LTS0107013
• wikiData: Q105155746