3-(4,5-Dihydroxy-2-methoxyphenyl)-5,7-dihydroxychromen-4-one

Details

• Internal ID: 059a6499-7d30-4af6-a6be-d758910525e7
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-(4,5-dihydroxy-2-methoxyphenyl)-5,7-dihydroxychromen-4-one
• InChI: InChI=1S/C16H12O7/c1-22-13-5-11(19)10(18)4-8(13)9-6-23-14-3-7(17)2-12(20)15(14)16(9)21/h2-6,17-20H,1H3
• InChI Key: DIABWADIZQBKGQ-UHFFFAOYSA-N
• Popularity: 2 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: 2.30
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	+	0.6849	68.49%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6297	62.97%
OATP2B1 inhibitior	+	0.5746	57.46%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9904	99.04%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7600	76.00%
P-glycoprotein inhibitior	-	0.7785	77.85%
P-glycoprotein substrate	-	0.8852	88.52%
CYP3A4 substrate	+	0.5564	55.64%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	+	0.6330	63.30%
CYP2C9 inhibition	-	0.7982	79.82%
CYP2C19 inhibition	-	0.6361	63.61%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	+	0.9091	90.91%
CYP2C8 inhibition	+	0.5153	51.53%
CYP inhibitory promiscuity	+	0.7089	70.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9790	97.90%
Eye irritation	+	0.8940	89.40%
Skin irritation	-	0.6006	60.06%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6099	60.99%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7279	72.79%
Acute Oral Toxicity (c)	III	0.6309	63.09%
Estrogen receptor binding	+	0.9225	92.25%
Androgen receptor binding	+	0.7674	76.74%
Thyroid receptor binding	+	0.7349	73.49%
Glucocorticoid receptor binding	+	0.9427	94.27%
Aromatase binding	+	0.7847	78.47%
PPAR gamma	+	0.6621	66.21%
Honey bee toxicity	-	0.8258	82.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.8562	85.62%

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	98.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.18%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.53%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.96%	94.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	89.56%	98.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.40%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.37%	98.75%
CHEMBL3194	P02766	Transthyretin	86.45%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.37%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.26%	99.23%
CHEMBL1255126	O15151	Protein Mdm4	80.94%	90.20%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.78%	85.14%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.28%	94.42%

Plants that contains it

• Dalbergia parviflora

Cross-Links

• PubChem: 162927250
• LOTUS: LTS0179078
• wikiData: Q104934272