7,8,2',4'-Tetrahydroxyisoflavone

Details

• Internal ID: 3ac2159b-399c-46df-9e8b-9cc092f7a3c5
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-7,8-dihydroxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1O)O)C2=COC3=C(C2=O)C=CC(=C3O)O
• SMILES (Isomeric): C1=CC(=C(C=C1O)O)C2=COC3=C(C2=O)C=CC(=C3O)O
• InChI: InChI=1S/C15H10O6/c16-7-1-2-8(12(18)5-7)10-6-21-15-9(13(10)19)3-4-11(17)14(15)20/h1-6,16-18,20H
• InChI Key: MMEMQPVSEZVECO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 7,8,2',4'-Tetrahydroxy-isoflavone
• MMEMQPVSEZVECO-UHFFFAOYSA-N
• 7,8,2',4'-Tetrahydroxyisoflavon
• LMPK12050149
• 3-(2,4-Dihydroxyphenyl)-7,8-dihydroxy-4H-chromen-4-one #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9071	90.71%
Caco-2	+	0.6505	65.05%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	-	0.5402	54.02%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8784	87.84%
P-glycoprotein inhibitior	-	0.9368	93.68%
P-glycoprotein substrate	-	0.9065	90.65%
CYP3A4 substrate	-	0.5147	51.47%
CYP2C9 substrate	-	0.8321	83.21%
CYP2D6 substrate	-	0.8118	81.18%
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	-	0.5708	57.08%
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	+	0.9085	90.85%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9101	91.01%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6647	66.47%
Acute Oral Toxicity (c)	II	0.7348	73.48%
Estrogen receptor binding	+	0.9055	90.55%
Androgen receptor binding	+	0.8885	88.85%
Thyroid receptor binding	+	0.7361	73.61%
Glucocorticoid receptor binding	+	0.9173	91.73%
Aromatase binding	+	0.8794	87.94%
PPAR gamma	+	0.8163	81.63%
Honey bee toxicity	-	0.9310	93.10%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.53%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.99%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.67%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.09%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.23%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.92%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	89.08%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.03%	86.33%
CHEMBL3194	P02766	Transthyretin	87.08%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.78%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.79%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.01%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.22%	98.75%

Plants that contains it

• Phaseolus lunatus

Cross-Links

• PubChem: 5378260
• LOTUS: LTS0074904
• wikiData: Q105167690