(2S)-7-methoxy-8-[(E)-3-methoxy-3-methylbut-1-enyl]-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 4a816f25-490a-4f04-a1aa-fc3d7b8c02fe
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S)-7-methoxy-8-[(E)-3-methoxy-3-methylbut-1-enyl]-2-phenyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C22H24O4/c1-22(2,25-4)13-12-17-19(24-3)11-10-16-18(23)14-20(26-21(16)17)15-8-6-5-7-9-15/h5-13,20H,14H2,1-4H3/b13-12+/t20-/m0/s1
• InChI Key: VGCABPVIACQUCY-SJFMBGHLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.16745924 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.8438	84.38%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9881	98.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9751	97.51%
P-glycoprotein inhibitior	+	0.7752	77.52%
P-glycoprotein substrate	-	0.7258	72.58%
CYP3A4 substrate	+	0.5837	58.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7628	76.28%
CYP3A4 inhibition	+	0.8386	83.86%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.9223	92.23%
CYP2D6 inhibition	-	0.8354	83.54%
CYP1A2 inhibition	+	0.7286	72.86%
CYP2C8 inhibition	+	0.4559	45.59%
CYP inhibitory promiscuity	+	0.8047	80.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.4566	45.66%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.7501	75.01%
Skin irritation	-	0.8296	82.96%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8083	80.83%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8676	86.76%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.7200	72.00%
Acute Oral Toxicity (c)	III	0.4456	44.56%
Estrogen receptor binding	+	0.9254	92.54%
Androgen receptor binding	+	0.6672	66.72%
Thyroid receptor binding	+	0.7642	76.42%
Glucocorticoid receptor binding	+	0.8907	89.07%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	+	0.8288	82.88%
Honey bee toxicity	-	0.7160	71.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9668	96.68%

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	97.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.45%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.29%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.27%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.18%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.71%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.16%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.57%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.51%	91.49%
CHEMBL5028	O14672	ADAM10	80.63%	97.50%
CHEMBL2535	P11166	Glucose transporter	80.15%	98.75%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.03%	83.00%

Plants that contains it

• Indigofera spicata

Cross-Links

• PubChem: 73349082
• NPASS: NPC11566
• ChEMBL: CHEMBL2408953