(6E)-6-[[6-[2-(dimethylamino)ethyl]-1,3-benzodioxol-5-yl]-hydroxymethylidene]furo[3,4-g][1,3]benzodioxol-8-one

Details

• Internal ID: 71e6e688-8891-4660-aab4-13855f670708
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones
• IUPAC Name: (6E)-6-[[6-[2-(dimethylamino)ethyl]-1,3-benzodioxol-5-yl]-hydroxymethylidene]furo[3,4-g][1,3]benzodioxol-8-one
• InChI: InChI=1S/C21H19NO7/c1-22(2)6-5-11-7-15-16(27-9-26-15)8-13(11)18(23)19-12-3-4-14-20(28-10-25-14)17(12)21(24)29-19/h3-4,7-8,23H,5-6,9-10H2,1-2H3/b19-18+
• InChI Key: ACNHNYWTOXYOGZ-VHEBQXMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₉NO₇
• Molecular Weight: 397.40 g/mol
• Exact Mass: 397.11615195 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	+	0.6355	63.55%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5946	59.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7490	74.90%
P-glycoprotein inhibitior	+	0.6600	66.00%
P-glycoprotein substrate	-	0.7441	74.41%
CYP3A4 substrate	+	0.6060	60.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7010	70.10%
CYP3A4 inhibition	+	0.5100	51.00%
CYP2C9 inhibition	-	0.6692	66.92%
CYP2C19 inhibition	-	0.7629	76.29%
CYP2D6 inhibition	+	0.6297	62.97%
CYP1A2 inhibition	-	0.5936	59.36%
CYP2C8 inhibition	-	0.8177	81.77%
CYP inhibitory promiscuity	-	0.6507	65.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8624	86.24%
Skin irritation	-	0.7507	75.07%
Skin corrosion	-	0.9159	91.59%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5877	58.77%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.8008	80.08%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6243	62.43%
Acute Oral Toxicity (c)	III	0.6277	62.77%
Estrogen receptor binding	+	0.7995	79.95%
Androgen receptor binding	+	0.5929	59.29%
Thyroid receptor binding	+	0.5198	51.98%
Glucocorticoid receptor binding	+	0.8180	81.80%
Aromatase binding	+	0.7224	72.24%
PPAR gamma	+	0.8359	83.59%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9712	97.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.24%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.43%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.28%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.53%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.27%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.32%	86.33%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.65%	96.37%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.59%	97.09%

Plants that contains it

• Fumaria indica

Cross-Links

• PubChem: 101683255
• LOTUS: LTS0135685
• wikiData: Q104888740