7-Hydroxy-5,8-Dimethoxyflavone

Details

• Internal ID: 8faf535b-2089-42b4-bb10-77bb880e96a2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-5,8-dimethoxy-2-phenylchromen-4-one
• SMILES (Canonical): COC1=C2C(=O)C=C(OC2=C(C(=C1)O)OC)C3=CC=CC=C3
• SMILES (Isomeric): COC1=C2C(=O)C=C(OC2=C(C(=C1)O)OC)C3=CC=CC=C3
• InChI: InChI=1S/C17H14O5/c1-20-14-9-12(19)16(21-2)17-15(14)11(18)8-13(22-17)10-6-4-3-5-7-10/h3-9,19H,1-2H3
• InChI Key: NZOUUYOSKJFMKB-UHFFFAOYSA-N
• Popularity: 6 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: 2.80
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 3316-54-9
• Norwogonin 5,8-dimethyl ether
• 7-Hydroxy-5,8-dimethoxy-2-phenyl-4H-chromen-4-one
• DTXSID10564446
• LMPK12111331
• 7-Hydroxy-5,8-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	+	0.8126	81.26%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	0.7281	72.81%
OATP1B1 inhibitior	+	0.9328	93.28%
OATP1B3 inhibitior	+	0.9891	98.91%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4937	49.37%
P-glycoprotein inhibitior	+	0.8588	85.88%
P-glycoprotein substrate	-	0.9185	91.85%
CYP3A4 substrate	-	0.5234	52.34%
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	+	0.5622	56.22%
CYP inhibitory promiscuity	+	0.6777	67.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5969	59.69%
Eye corrosion	-	0.9735	97.35%
Eye irritation	+	0.8162	81.62%
Skin irritation	-	0.6296	62.96%
Skin corrosion	-	0.9794	97.94%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4582	45.82%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9380	93.80%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6855	68.55%
Acute Oral Toxicity (c)	III	0.5284	52.84%
Estrogen receptor binding	+	0.9153	91.53%
Androgen receptor binding	+	0.8577	85.77%
Thyroid receptor binding	+	0.6049	60.49%
Glucocorticoid receptor binding	+	0.8032	80.32%
Aromatase binding	+	0.7914	79.14%
PPAR gamma	+	0.7396	73.96%
Honey bee toxicity	-	0.8174	81.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.81%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.26%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.91%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.74%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.74%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.54%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.49%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.00%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.97%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.22%	99.23%
CHEMBL1255126	O15151	Protein Mdm4	83.20%	90.20%
CHEMBL3194	P02766	Transthyretin	81.06%	90.71%

Plants that contains it

• Scutellaria barbata

Cross-Links

• PubChem: 14825644
• NPASS: NPC248881