3,5,6,7,2',3',4'-Heptahydroxyflavone

Details

• Internal ID: 86e945dd-6c85-4685-949a-8ffb004d1c20
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,6,7-tetrahydroxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=C(C(=C1C2=C(C(=O)C3=C(O2)C=C(C(=C3O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C(=C1C2=C(C(=O)C3=C(O2)C=C(C(=C3O)O)O)O)O)O)O
• InChI: InChI=1S/C15H10O9/c16-5-2-1-4(9(18)10(5)19)15-14(23)13(22)8-7(24-15)3-6(17)11(20)12(8)21/h1-3,16-21,23H
• InChI Key: FEUQGYRGRIAWGR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₉
• Molecular Weight: 334.23 g/mol
• Exact Mass: 334.03248189 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 1

Synonyms

• LMPK12113049
• 3,5,6,7-tetrahydroxy-2-(2,3,4-trihydroxyphenyl)-4h-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9071	90.71%
Caco-2	-	0.8935	89.35%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	+	0.5163	51.63%
OATP1B1 inhibitior	+	0.8126	81.26%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8645	86.45%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.8805	88.05%
CYP3A4 substrate	-	0.5394	53.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	+	0.6951	69.51%
CYP2C9 inhibition	-	0.5823	58.23%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	+	0.5759	57.59%
CYP inhibitory promiscuity	+	0.5822	58.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.8338	83.38%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8112	81.12%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8573	85.73%
Acute Oral Toxicity (c)	II	0.7348	73.48%
Estrogen receptor binding	+	0.8326	83.26%
Androgen receptor binding	+	0.8145	81.45%
Thyroid receptor binding	+	0.5643	56.43%
Glucocorticoid receptor binding	+	0.8748	87.48%
Aromatase binding	+	0.6014	60.14%
PPAR gamma	+	0.8770	87.70%
Honey bee toxicity	-	0.9145	91.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9124	91.24%

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	99.31%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.20%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.20%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.16%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.13%	89.00%
CHEMBL3194	P02766	Transthyretin	90.90%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.65%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.83%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.78%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.43%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.98%	95.64%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.30%	85.11%

Plants that contains it

• Distemonanthus benthamianus

Cross-Links

• PubChem: 14376433
• LOTUS: LTS0039058
• wikiData: Q104994209