4,9-Dihydroxy-7-(3-hydroxy-2-methoxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one

Details

• Internal ID: d53e03f9-1267-42f4-b495-deea4159c2ac
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 4,9-dihydroxy-7-(3-hydroxy-2-methoxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one
• InChI: InChI=1S/C17H12O8/c1-22-14-7(3-2-4-9(14)18)8-5-23-15-10(11(8)19)12(20)16-17(13(15)21)25-6-24-16/h2-5,18,20-21H,6H2,1H3
• InChI Key: SOOICCJBAFRXSX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₈
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.05321734 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 8
• 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	+	0.9436	94.36%
Caco-2	-	0.5854	58.54%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8368	83.68%
OATP2B1 inhibitior	-	0.6980	69.80%
OATP1B1 inhibitior	+	0.9348	93.48%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7828	78.28%
P-glycoprotein inhibitior	-	0.5414	54.14%
P-glycoprotein substrate	-	0.8824	88.24%
CYP3A4 substrate	+	0.5436	54.36%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8454	84.54%
CYP3A4 inhibition	+	0.7800	78.00%
CYP2C9 inhibition	+	0.9226	92.26%
CYP2C19 inhibition	+	0.8650	86.50%
CYP2D6 inhibition	+	0.6043	60.43%
CYP1A2 inhibition	-	0.6149	61.49%
CYP2C8 inhibition	-	0.6446	64.46%
CYP inhibitory promiscuity	+	0.8850	88.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4440	44.40%
Eye corrosion	-	0.9865	98.65%
Eye irritation	+	0.7398	73.98%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6397	63.97%
Micronuclear	+	0.8574	85.74%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8804	88.04%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4779	47.79%
Acute Oral Toxicity (c)	III	0.6427	64.27%
Estrogen receptor binding	+	0.9197	91.97%
Androgen receptor binding	+	0.5559	55.59%
Thyroid receptor binding	+	0.5732	57.32%
Glucocorticoid receptor binding	+	0.9231	92.31%
Aromatase binding	+	0.7945	79.45%
PPAR gamma	+	0.7918	79.18%
Honey bee toxicity	-	0.8961	89.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9155	91.55%

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	98.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.45%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.09%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.32%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.23%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.65%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.64%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.29%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	85.56%	94.75%
CHEMBL2535	P11166	Glucose transporter	84.41%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.34%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.74%	80.78%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.89%	93.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162957403
• LOTUS: LTS0019881
• wikiData: Q105257071