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

Details

• Internal ID: ccc81622-2862-41f3-b2e6-704ed607bf45
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-(4,5-dihydroxy-2-methoxyphenyl)-7-hydroxychromen-4-one
• InChI: InChI=1S/C16H12O6/c1-21-14-6-13(19)12(18)5-10(14)11-7-22-15-4-8(17)2-3-9(15)16(11)20/h2-7,17-19H,1H3
• InChI Key: SNYJAORFYCDMDF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	+	0.7199	71.99%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	+	0.5598	55.98%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9965	99.65%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6607	66.07%
P-glycoprotein inhibitior	-	0.7397	73.97%
P-glycoprotein substrate	-	0.7984	79.84%
CYP3A4 substrate	+	0.5728	57.28%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	+	0.5494	54.94%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	+	0.9263	92.63%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6056	60.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.8667	86.67%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6579	65.79%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6104	61.04%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.9451	94.51%
Androgen receptor binding	+	0.9008	90.08%
Thyroid receptor binding	+	0.7031	70.31%
Glucocorticoid receptor binding	+	0.9425	94.25%
Aromatase binding	+	0.8708	87.08%
PPAR gamma	+	0.6588	65.88%
Honey bee toxicity	-	0.8545	85.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.8838	88.38%

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	99.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.03%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.83%	86.33%
CHEMBL2535	P11166	Glucose transporter	91.55%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.96%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.65%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.88%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.79%	89.62%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	85.75%	98.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.28%	99.23%
CHEMBL1255126	O15151	Protein Mdm4	84.00%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.95%	99.15%
CHEMBL3194	P02766	Transthyretin	83.33%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.70%	80.78%

Plants that contains it

• Dalbergia nitidula

Cross-Links

• PubChem: 91256347
• LOTUS: LTS0203063
• wikiData: Q105256754