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

Details

• Internal ID: df0e47b8-9270-4652-a5cb-fef7404ea592
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 7-(2,3-dihydroxyphenyl)-9-hydroxy-[1,3]dioxolo[4,5-g]chromen-8-one
• SMILES (Canonical): C1OC2=C(O1)C(=C3C(=C2)OC=C(C3=O)C4=C(C(=CC=C4)O)O)O
• SMILES (Isomeric): C1OC2=C(O1)C(=C3C(=C2)OC=C(C3=O)C4=C(C(=CC=C4)O)O)O
• InChI: InChI=1S/C16H10O7/c17-9-3-1-2-7(13(9)18)8-5-21-10-4-11-16(23-6-22-11)15(20)12(10)14(8)19/h1-5,17-18,20H,6H2
• InChI Key: HMGKMKCGGPSESV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₇
• Molecular Weight: 314.25 g/mol
• Exact Mass: 314.04265265 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 7
• 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	+	0.8958	89.58%
Caco-2	-	0.8436	84.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	0.5530	55.30%
OATP1B1 inhibitior	+	0.9569	95.69%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	+	0.6400	64.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7997	79.97%
P-glycoprotein inhibitior	-	0.5628	56.28%
P-glycoprotein substrate	-	0.8783	87.83%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.6466	64.66%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	+	0.5421	54.21%
CYP2C9 inhibition	+	0.6493	64.93%
CYP2C19 inhibition	-	0.5694	56.94%
CYP2D6 inhibition	-	0.7056	70.56%
CYP1A2 inhibition	+	0.5354	53.54%
CYP2C8 inhibition	-	0.7193	71.93%
CYP inhibitory promiscuity	+	0.5152	51.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5556	55.56%
Eye corrosion	-	0.9909	99.09%
Eye irritation	+	0.8821	88.21%
Skin irritation	-	0.6427	64.27%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8896	88.96%
Micronuclear	+	0.8674	86.74%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8426	84.26%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4647	46.47%
Acute Oral Toxicity (c)	III	0.3903	39.03%
Estrogen receptor binding	+	0.8687	86.87%
Androgen receptor binding	+	0.7891	78.91%
Thyroid receptor binding	+	0.5642	56.42%
Glucocorticoid receptor binding	+	0.8840	88.40%
Aromatase binding	+	0.8691	86.91%
PPAR gamma	+	0.8838	88.38%
Honey bee toxicity	-	0.8134	81.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9553	95.53%

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	99.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.31%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.09%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.89%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.76%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.50%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.96%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.31%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.46%	98.75%

Plants that contains it

• Iris tenuifolia

Cross-Links

• PubChem: 24970458
• LOTUS: LTS0164453
• wikiData: Q104888929