7,2'-Dihydroxy-5-methoxyflavone

Details

• Internal ID: 1890928b-f50c-4c9d-87e1-f6c85430a06e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-2-(2-hydroxyphenyl)-5-methoxychromen-4-one
• InChI: InChI=1S/C16H12O5/c1-20-14-6-9(17)7-15-16(14)12(19)8-13(21-15)10-4-2-3-5-11(10)18/h2-8,17-18H,1H3
• InChI Key: UIVFQXAYYFLAGO-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• DTXSID301179930
• LMPK12110128
• 7-Hydroxy-2-(2-hydroxyphenyl)-5-methoxy-4H-1-benzopyran-4-one
• 71592-45-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.7538	75.38%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8722	87.22%
OATP2B1 inhibitior	-	0.5818	58.18%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.9909	99.09%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7873	78.73%
P-glycoprotein inhibitior	+	0.6131	61.31%
P-glycoprotein substrate	-	0.7271	72.71%
CYP3A4 substrate	+	0.5513	55.13%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.6125	61.25%
CYP2C9 inhibition	+	0.9266	92.66%
CYP2C19 inhibition	+	0.9623	96.23%
CYP2D6 inhibition	-	0.7966	79.66%
CYP1A2 inhibition	+	0.9528	95.28%
CYP2C8 inhibition	+	0.6381	63.81%
CYP inhibitory promiscuity	+	0.8179	81.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5611	56.11%
Eye corrosion	-	0.9792	97.92%
Eye irritation	+	0.8491	84.91%
Skin irritation	-	0.5995	59.95%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7457	74.57%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9680	96.80%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5749	57.49%
Acute Oral Toxicity (c)	III	0.7059	70.59%
Estrogen receptor binding	+	0.9421	94.21%
Androgen receptor binding	+	0.8756	87.56%
Thyroid receptor binding	+	0.6554	65.54%
Glucocorticoid receptor binding	+	0.8822	88.22%
Aromatase binding	+	0.8654	86.54%
PPAR gamma	+	0.8750	87.50%
Honey bee toxicity	-	0.8183	81.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.8972	89.72%

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	98.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.16%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.88%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.26%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.14%	89.00%
CHEMBL3194	P02766	Transthyretin	91.79%	90.71%
CHEMBL2535	P11166	Glucose transporter	91.21%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.57%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	84.47%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.95%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	81.04%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	80.46%	90.20%

Plants that contains it

• Scutellaria pekinensis var. pekinensis

Cross-Links

• PubChem: 44257615
• LOTUS: LTS0026567
• wikiData: Q105273616