5,6-Dihydroxy-3-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: d852a7cc-f975-4178-bd12-44cfca21b1b9
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 5,6-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=COC3=C(C2=O)C(=C(C=C3)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=COC3=C(C2=O)C(=C(C=C3)O)O)O
• InChI: InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)10-7-20-12-6-5-11(17)15(19)13(12)14(10)18/h1-7,16-17,19H
• InChI Key: JBIALMRECRJGOL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9569	95.69%
Caco-2	+	0.5922	59.22%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7742	77.42%
OATP2B1 inhibitior	-	0.6807	68.07%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9902	99.02%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8346	83.46%
P-glycoprotein inhibitior	-	0.9098	90.98%
P-glycoprotein substrate	-	0.9664	96.64%
CYP3A4 substrate	-	0.5474	54.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	-	0.7054	70.54%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	-	0.6965	69.65%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	+	0.9249	92.49%
CYP2C8 inhibition	+	0.5614	56.14%
CYP inhibitory promiscuity	-	0.5409	54.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.9551	95.51%
Skin irritation	+	0.6100	61.00%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9203	92.03%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.6804	68.04%
skin sensitisation	-	0.8006	80.06%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5751	57.51%
Acute Oral Toxicity (c)	II	0.7187	71.87%
Estrogen receptor binding	+	0.8613	86.13%
Androgen receptor binding	+	0.8813	88.13%
Thyroid receptor binding	+	0.7132	71.32%
Glucocorticoid receptor binding	+	0.8929	89.29%
Aromatase binding	+	0.9318	93.18%
PPAR gamma	+	0.8710	87.10%
Honey bee toxicity	-	0.8775	87.75%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9311	93.11%

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	97.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.60%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.35%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	91.79%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.08%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.94%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.87%	99.23%
CHEMBL3194	P02766	Transthyretin	85.27%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.09%	91.71%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.74%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.43%	86.33%

Plants that contains it

• Wisteria brachybotrys

Cross-Links

• PubChem: 23333276
• LOTUS: LTS0093813
• wikiData: Q105124361