2',5-Dihydroxy-6,7-methylenedioxyflavanone

Details

• Internal ID: 75f7f8d7-f85f-4bb5-aa6d-17201395d98d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 9-hydroxy-6-(2-hydroxyphenyl)-6,7-dihydro-[1,3]dioxolo[4,5-g]chromen-8-one
• SMILES (Canonical): C1C(OC2=CC3=C(C(=C2C1=O)O)OCO3)C4=CC=CC=C4O
• SMILES (Isomeric): C1C(OC2=CC3=C(C(=C2C1=O)O)OCO3)C4=CC=CC=C4O
• InChI: InChI=1S/C16H12O6/c17-9-4-2-1-3-8(9)11-5-10(18)14-12(22-11)6-13-16(15(14)19)21-7-20-13/h1-4,6,11,17,19H,5,7H2
• InChI Key: CFAXKRNPHJYYNQ-UHFFFAOYSA-N
• Popularity: 1 reference 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): 85.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9469	94.69%
Caco-2	-	0.7766	77.66%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8371	83.71%
OATP2B1 inhibitior	-	0.5898	58.98%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.8816	88.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6557	65.57%
P-glycoprotein inhibitior	-	0.7132	71.32%
P-glycoprotein substrate	-	0.9086	90.86%
CYP3A4 substrate	+	0.5200	52.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7907	79.07%
CYP3A4 inhibition	-	0.5573	55.73%
CYP2C9 inhibition	+	0.6924	69.24%
CYP2C19 inhibition	-	0.5941	59.41%
CYP2D6 inhibition	-	0.6860	68.60%
CYP1A2 inhibition	-	0.6801	68.01%
CYP2C8 inhibition	-	0.6435	64.35%
CYP inhibitory promiscuity	+	0.5451	54.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.9161	91.61%
Skin irritation	-	0.6926	69.26%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7421	74.21%
Micronuclear	+	0.8333	83.33%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	III	0.4132	41.32%
Estrogen receptor binding	+	0.7398	73.98%
Androgen receptor binding	+	0.6500	65.00%
Thyroid receptor binding	-	0.5317	53.17%
Glucocorticoid receptor binding	+	0.7466	74.66%
Aromatase binding	+	0.5785	57.85%
PPAR gamma	+	0.8389	83.89%
Honey bee toxicity	-	0.8349	83.49%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9009	90.09%

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	99.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.90%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.91%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.85%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.73%	93.99%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	87.28%	81.29%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.22%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.87%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.82%	94.45%

Plants that contains it

• Iris tenuifolia

Cross-Links

• PubChem: 74819425
• LOTUS: LTS0237945
• wikiData: Q104888910