3',4',5,5',6,7-Hexahydroxyflavone

Details

• Internal ID: d9b838ea-89a4-4a8d-8dfc-3560d24b5c16
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5,6,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C2=CC(=O)C3=C(O2)C=C(C(=C3O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C2=CC(=O)C3=C(O2)C=C(C(=C3O)O)O
• InChI: InChI=1S/C15H10O8/c16-6-3-10(5-1-7(17)13(20)8(18)2-5)23-11-4-9(19)14(21)15(22)12(6)11/h1-4,17-22H
• InChI Key: PCOBUQBNVYZTBU-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₈
• Molecular Weight: 318.23 g/mol
• Exact Mass: 318.03756727 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

• 3',4',5,5',6,7-hexahydroxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9071	90.71%
Caco-2	+	0.5918	59.18%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	-	0.5143	51.43%
OATP1B1 inhibitior	+	0.9478	94.78%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8271	82.71%
P-glycoprotein inhibitior	-	0.9205	92.05%
P-glycoprotein substrate	-	0.9507	95.07%
CYP3A4 substrate	-	0.5918	59.18%
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	-	0.6165	61.65%
CYP inhibitory promiscuity	+	0.5822	58.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.9154	91.54%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7898	78.98%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8577	85.77%
Acute Oral Toxicity (c)	II	0.7348	73.48%
Estrogen receptor binding	+	0.7783	77.83%
Androgen receptor binding	+	0.8800	88.00%
Thyroid receptor binding	+	0.5643	56.43%
Glucocorticoid receptor binding	+	0.8527	85.27%
Aromatase binding	+	0.7044	70.44%
PPAR gamma	+	0.8586	85.86%
Honey bee toxicity	-	0.8501	85.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	99.17%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.48%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.14%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.22%	89.00%
CHEMBL3194	P02766	Transthyretin	90.40%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.64%	99.15%
CHEMBL2581	P07339	Cathepsin D	89.11%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.02%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.66%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.20%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.07%	91.38%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.81%	85.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.86%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.35%	94.42%

Plants that contains it

• Halophila ovalis subsp. ovalis

Cross-Links

• PubChem: 15167957
• LOTUS: LTS0018026
• wikiData: Q105205899