5,7,2',4'-Tetrahydroxy-6,5'-dimethoxyflavone

Details

• Internal ID: f95a9b8f-7078-4978-b8d9-6b50cb42039b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 2-(2,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C(=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)OC)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C(=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)OC)O)O)O
• InChI: InChI=1S/C17H14O8/c1-23-13-3-7(8(18)4-9(13)19)12-5-10(20)15-14(25-12)6-11(21)17(24-2)16(15)22/h3-6,18-19,21-22H,1-2H3
• InChI Key: BXZSWNFKWJEHAY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₈
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.06886740 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• LMPK12111281
• 2',4',5,7-tetrahydroxy-5',6-dimethoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9440	94.40%
Caco-2	+	0.7141	71.41%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	+	0.5735	57.35%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7601	76.01%
P-glycoprotein inhibitior	-	0.5902	59.02%
P-glycoprotein substrate	-	0.7996	79.96%
CYP3A4 substrate	+	0.5433	54.33%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	+	0.6258	62.58%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.6249	62.49%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	+	0.5305	53.05%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.7534	75.34%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7826	78.26%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8268	82.68%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.9467	94.67%
Androgen receptor binding	+	0.6935	69.35%
Thyroid receptor binding	+	0.6543	65.43%
Glucocorticoid receptor binding	+	0.9004	90.04%
Aromatase binding	+	0.6635	66.35%
PPAR gamma	+	0.7944	79.44%
Honey bee toxicity	-	0.8443	84.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.8636	86.36%

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	98.66%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.49%	94.00%
CHEMBL3194	P02766	Transthyretin	93.23%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.68%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.35%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.23%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.78%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.69%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.96%	99.15%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.07%	96.77%
CHEMBL2535	P11166	Glucose transporter	81.67%	98.75%
CHEMBL4208	P20618	Proteasome component C5	80.86%	90.00%

Plants that contains it

• Artemisia capillaris
• Artemisia ludoviciana

Cross-Links

• PubChem: 44258536
• NPASS: NPC202592
• LOTUS: LTS0015777
• wikiData: Q104949032