7-Hydroxy-3,5-dimethoxyflavone

Details

• Internal ID: e8b03dea-9318-4613-9056-1e4a705f56e4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-3,5-dimethoxy-2-phenylchromen-4-one
• InChI: InChI=1S/C17H14O5/c1-20-12-8-11(18)9-13-14(12)15(19)17(21-2)16(22-13)10-6-4-3-5-7-10/h3-9,18H,1-2H3
• InChI Key: BUNIGAWIPPRWMH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL183723
• SCHEMBL28664486
• DTXSID601211664
• 39869-03-9
• 7-Hydroxy-3,5-dimethoxy-2-phenyl-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.6855	68.55%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	0.7263	72.63%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9891	98.91%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4904	49.04%
P-glycoprotein inhibitior	+	0.8638	86.38%
P-glycoprotein substrate	-	0.8662	86.62%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.6118	61.18%
CYP2C9 inhibition	+	0.5166	51.66%
CYP2C19 inhibition	+	0.8658	86.58%
CYP2D6 inhibition	-	0.8590	85.90%
CYP1A2 inhibition	+	0.8456	84.56%
CYP2C8 inhibition	+	0.8435	84.35%
CYP inhibitory promiscuity	+	0.6777	67.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5969	59.69%
Eye corrosion	-	0.9735	97.35%
Eye irritation	+	0.6660	66.60%
Skin irritation	-	0.6296	62.96%
Skin corrosion	-	0.9794	97.94%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5540	55.40%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9380	93.80%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4917	49.17%
Acute Oral Toxicity (c)	III	0.5284	52.84%
Estrogen receptor binding	+	0.8944	89.44%
Androgen receptor binding	+	0.8802	88.02%
Thyroid receptor binding	+	0.5959	59.59%
Glucocorticoid receptor binding	+	0.7914	79.14%
Aromatase binding	+	0.8553	85.53%
PPAR gamma	+	0.7420	74.20%
Honey bee toxicity	-	0.8818	88.18%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5951	59.51%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.74%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.85%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.49%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.86%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.92%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.52%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.26%	97.14%
CHEMBL2535	P11166	Glucose transporter	81.97%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	81.80%	90.20%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.75%	85.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.63%	94.03%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	80.26%	98.21%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 44392177
• NPASS: NPC230285