8-(3-Hydroxy-3-methylbut-1-enyl)-5,7-dimethoxy-2-phenylchromen-4-one

Details

• Internal ID: 83cb9073-81be-4493-be6b-282b2f4575ab
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 8-(3-hydroxy-3-methylbut-1-enyl)-5,7-dimethoxy-2-phenylchromen-4-one
• SMILES (Canonical): CC(C)(C=CC1=C2C(=C(C=C1OC)OC)C(=O)C=C(O2)C3=CC=CC=C3)O
• SMILES (Isomeric): CC(C)(C=CC1=C2C(=C(C=C1OC)OC)C(=O)C=C(O2)C3=CC=CC=C3)O
• InChI: InChI=1S/C22H22O5/c1-22(2,24)11-10-15-18(25-3)13-19(26-4)20-16(23)12-17(27-21(15)20)14-8-6-5-7-9-14/h5-13,24H,1-4H3
• InChI Key: CYPXFTCVCNFZNY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₅
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.7695	76.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8141	81.41%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9839	98.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8953	89.53%
P-glycoprotein inhibitior	+	0.9058	90.58%
P-glycoprotein substrate	-	0.8554	85.54%
CYP3A4 substrate	+	0.5457	54.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8074	80.74%
CYP3A4 inhibition	+	0.7167	71.67%
CYP2C9 inhibition	+	0.5558	55.58%
CYP2C19 inhibition	+	0.8890	88.90%
CYP2D6 inhibition	-	0.8614	86.14%
CYP1A2 inhibition	+	0.6386	63.86%
CYP2C8 inhibition	+	0.6756	67.56%
CYP inhibitory promiscuity	+	0.7333	73.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.4462	44.62%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7873	78.73%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6562	65.62%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9160	91.60%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6608	66.08%
Acute Oral Toxicity (c)	III	0.4710	47.10%
Estrogen receptor binding	+	0.9368	93.68%
Androgen receptor binding	+	0.9089	90.89%
Thyroid receptor binding	+	0.7704	77.04%
Glucocorticoid receptor binding	+	0.8440	84.40%
Aromatase binding	+	0.7745	77.45%
PPAR gamma	+	0.8920	89.20%
Honey bee toxicity	-	0.7509	75.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9775	97.75%

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	97.81%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.89%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.31%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.06%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.68%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.13%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.09%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.67%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.76%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.29%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.56%	99.17%

Plants that contains it

• Tephrosia bracteolata

Cross-Links

• PubChem: 73829919
• LOTUS: LTS0147381
• wikiData: Q104972484