7,9-Dimethoxy-6-phenyl-[1,3]dioxolo[4,5-g]chromen-8-one

Details

• Internal ID: 0dcc811b-586c-47cc-9a32-200bae280c5b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: 7,9-dimethoxy-6-phenyl-[1,3]dioxolo[4,5-g]chromen-8-one
• InChI: InChI=1S/C18H14O6/c1-20-17-13-11(8-12-16(17)23-9-22-12)24-15(18(21-2)14(13)19)10-6-4-3-5-7-10/h3-8H,9H2,1-2H3
• InChI Key: FMGYNNLSADZXSW-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₆
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.07903816 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 3,5-Dimethoxy-6,7-methylenedioxyflavone
• 72357-36-9
• DTXSID40333001
• CHEBI:196323
• LMPK12112811

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.6627	66.27%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7511	75.11%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.9707	97.07%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6595	65.95%
P-glycoprotein inhibitior	+	0.9495	94.95%
P-glycoprotein substrate	-	0.9018	90.18%
CYP3A4 substrate	-	0.5249	52.49%
CYP2C9 substrate	-	0.8423	84.23%
CYP2D6 substrate	-	0.8020	80.20%
CYP3A4 inhibition	+	0.9439	94.39%
CYP2C9 inhibition	+	0.9157	91.57%
CYP2C19 inhibition	+	0.9679	96.79%
CYP2D6 inhibition	+	0.7312	73.12%
CYP1A2 inhibition	+	0.5782	57.82%
CYP2C8 inhibition	+	0.4505	45.05%
CYP inhibitory promiscuity	+	0.9441	94.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4840	48.40%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.5816	58.16%
Skin irritation	-	0.7589	75.89%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7031	70.31%
Micronuclear	+	0.7974	79.74%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7461	74.61%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6615	66.15%
Acute Oral Toxicity (c)	III	0.6554	65.54%
Estrogen receptor binding	+	0.8555	85.55%
Androgen receptor binding	+	0.8142	81.42%
Thyroid receptor binding	+	0.5458	54.58%
Glucocorticoid receptor binding	+	0.8589	85.89%
Aromatase binding	+	0.6779	67.79%
PPAR gamma	+	0.7659	76.59%
Honey bee toxicity	-	0.8398	83.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9459	94.59%

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	98.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.72%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.19%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.59%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.31%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.10%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.98%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.19%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.11%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.24%	94.80%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.59%	95.50%

Plants that contains it

• Gomphrena boliviana

Cross-Links

• PubChem: 477645
• LOTUS: LTS0173296
• wikiData: Q82098004