(2R)-5,7-dimethoxy-6-methyl-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 74349935-d995-4c06-890b-06192e4526e6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2R)-5,7-dimethoxy-6-methyl-2-phenyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C18H18O4/c1-11-14(20-2)10-16-17(18(11)21-3)13(19)9-15(22-16)12-7-5-4-6-8-12/h4-8,10,15H,9H2,1-3H3/t15-/m1/s1
• InChI Key: XYMPWWTYELQXGU-OAHLLOKOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.8119	81.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7381	73.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9486	94.86%
OATP1B3 inhibitior	+	0.9922	99.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6001	60.01%
P-glycoprotein inhibitior	+	0.6341	63.41%
P-glycoprotein substrate	-	0.9344	93.44%
CYP3A4 substrate	+	0.5091	50.91%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.6841	68.41%
CYP3A4 inhibition	+	0.5241	52.41%
CYP2C9 inhibition	-	0.6126	61.26%
CYP2C19 inhibition	+	0.7825	78.25%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	+	0.9510	95.10%
CYP2C8 inhibition	-	0.5640	56.40%
CYP inhibitory promiscuity	+	0.7729	77.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5869	58.69%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.6343	63.43%
Skin irritation	-	0.8091	80.91%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4301	43.01%
Micronuclear	+	0.7218	72.18%
Hepatotoxicity	+	0.5442	54.42%
skin sensitisation	-	0.9466	94.66%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6074	60.74%
Acute Oral Toxicity (c)	III	0.4819	48.19%
Estrogen receptor binding	+	0.7558	75.58%
Androgen receptor binding	+	0.5459	54.59%
Thyroid receptor binding	+	0.6426	64.26%
Glucocorticoid receptor binding	+	0.7504	75.04%
Aromatase binding	-	0.5526	55.26%
PPAR gamma	+	0.5771	57.71%
Honey bee toxicity	-	0.8447	84.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8830	88.30%

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	96.76%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.20%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.06%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.48%	98.95%
CHEMBL2535	P11166	Glucose transporter	86.39%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.87%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.37%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.36%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.03%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.37%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.21%	89.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.54%	82.38%

Plants that contains it

• Leptospermum scoparium

Cross-Links

• PubChem: 25755592
• LOTUS: LTS0155857
• wikiData: Q105344560