3,5,6,4'-Tetrahydroxy-7-methoxyflavone

Details

• Internal ID: 651165e5-f35c-4e7b-a90d-b6949b55cdfa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,6-trihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=C(C2=O)O)C3=CC=C(C=C3)O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=C(C2=O)O)C3=CC=C(C=C3)O)O)O
• InChI: InChI=1S/C16H12O7/c1-22-10-6-9-11(13(19)12(10)18)14(20)15(21)16(23-9)7-2-4-8(17)5-3-7/h2-6,17-19,21H,1H3
• InChI Key: YLRSIAJFRWNBHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• LMPK12112865

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	-	0.7040	70.40%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	+	0.5813	58.13%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.9965	99.65%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6422	64.22%
P-glycoprotein inhibitior	-	0.6260	62.60%
P-glycoprotein substrate	-	0.5702	57.02%
CYP3A4 substrate	+	0.5584	55.84%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	+	0.5494	54.94%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	+	0.9263	92.63%
CYP2C8 inhibition	+	0.9321	93.21%
CYP inhibitory promiscuity	+	0.6056	60.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.7093	70.93%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8130	81.30%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8041	80.41%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.8445	84.45%
Thyroid receptor binding	+	0.5648	56.48%
Glucocorticoid receptor binding	+	0.8910	89.10%
Aromatase binding	+	0.7598	75.98%
PPAR gamma	+	0.8771	87.71%
Honey bee toxicity	-	0.7956	79.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.8838	88.38%

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	96.66%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.62%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.65%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.77%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.08%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.69%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.99%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.42%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.49%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.68%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.58%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.28%	95.78%
CHEMBL3194	P02766	Transthyretin	82.87%	90.71%

Plants that contains it

• Balsamorhiza sagittata

Cross-Links

• PubChem: 14258996
• LOTUS: LTS0271623
• wikiData: Q105350269