6-Hydroxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one

Details

• Internal ID: 067f3ca7-f8bd-4141-b862-ea0864f7a868
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 6-hydroxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one
• InChI: InChI=1S/C16H12O5/c1-20-16-12(18)6-7-13-14(16)15(19)11(8-21-13)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
• InChI Key: NNUVCMKMNCKPKN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	+	0.7341	73.41%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8113	81.13%
OATP2B1 inhibitior	-	0.5833	58.33%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9877	98.77%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8021	80.21%
P-glycoprotein inhibitior	-	0.7371	73.71%
P-glycoprotein substrate	-	0.9579	95.79%
CYP3A4 substrate	+	0.5192	51.92%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.6447	64.47%
CYP2C9 inhibition	+	0.8876	88.76%
CYP2C19 inhibition	+	0.9315	93.15%
CYP2D6 inhibition	-	0.8064	80.64%
CYP1A2 inhibition	+	0.9264	92.64%
CYP2C8 inhibition	+	0.5775	57.75%
CYP inhibitory promiscuity	+	0.7815	78.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.8262	82.62%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8027	80.27%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9457	94.57%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6105	61.05%
Acute Oral Toxicity (c)	III	0.7641	76.41%
Estrogen receptor binding	+	0.8501	85.01%
Androgen receptor binding	+	0.8258	82.58%
Thyroid receptor binding	+	0.6150	61.50%
Glucocorticoid receptor binding	+	0.8339	83.39%
Aromatase binding	+	0.8801	88.01%
PPAR gamma	+	0.7396	73.96%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8637	86.37%

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	97.86%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	94.45%	98.35%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.12%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.49%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.11%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.59%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.01%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.67%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.37%	80.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.16%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.89%	94.45%

Plants that contains it

• Wisteria brachybotrys

Cross-Links

• PubChem: 13965471
• LOTUS: LTS0154649
• wikiData: Q105182327