3,7-Dihydroxy-5,6-dimethoxyflavone

Details

• Internal ID: 3ed641b0-18da-4462-8681-9f916eeda03f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,7-dihydroxy-5,6-dimethoxy-2-phenylchromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=C1O)OC(=C(C2=O)O)C3=CC=CC=C3)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1O)OC(=C(C2=O)O)C3=CC=CC=C3)OC
• InChI: InChI=1S/C17H14O6/c1-21-16-10(18)8-11-12(17(16)22-2)13(19)14(20)15(23-11)9-6-4-3-5-7-9/h3-8,18,20H,1-2H3
• InChI Key: JQVMODDCULNOHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 84323-36-4
• NSC374905
• DTXSID70419620
• LMPK12112806
• NSC-374905
• FLAVONE,6-DIMETHOXY-3,7-DIHYDROXY
• 3,7-Dihydroxy-5,6-dimethoxy-2-phenyl-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	-	0.6972	69.72%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.9382	93.82%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7080	70.80%
P-glycoprotein inhibitior	+	0.8827	88.27%
P-glycoprotein substrate	-	0.8951	89.51%
CYP3A4 substrate	-	0.5070	50.70%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.7266	72.66%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.7818	78.18%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5801	58.01%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8749	87.49%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.8927	89.27%
Androgen receptor binding	+	0.7094	70.94%
Thyroid receptor binding	+	0.6867	68.67%
Glucocorticoid receptor binding	+	0.8121	81.21%
Aromatase binding	+	0.6543	65.43%
PPAR gamma	+	0.7915	79.15%
Honey bee toxicity	-	0.9120	91.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8898	88.98%

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	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.45%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.47%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.83%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.47%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.06%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.79%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.50%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.59%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.12%	99.17%

Plants that contains it

• Adenostoma sparsifolium

Cross-Links

• PubChem: 5385026
• LOTUS: LTS0100617
• wikiData: Q82230724