5-[2-[6-[2-(Dimethylamino)ethyl]-1,3-benzodioxol-5-yl]-1,2-dihydroxyethenyl]-1,3-benzodioxole-4-carboxylic acid

Details

• Internal ID: 42321671-4e45-4f73-8b27-e289f374140f
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-[6-[2-(dimethylamino)ethyl]-1,3-benzodioxol-5-yl]-1,2-dihydroxyethenyl]-1,3-benzodioxole-4-carboxylic acid
• InChI: InChI=1S/C21H21NO8/c1-22(2)6-5-11-7-15-16(29-9-28-15)8-13(11)19(24)18(23)12-3-4-14-20(30-10-27-14)17(12)21(25)26/h3-4,7-8,23-24H,5-6,9-10H2,1-2H3,(H,25,26)
• InChI Key: CGAZYYJOOKQXJO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁NO₈
• Molecular Weight: 415.40 g/mol
• Exact Mass: 415.12671663 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8384	83.84%
Caco-2	-	0.5195	51.95%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6471	64.71%
OATP2B1 inhibitior	-	0.7244	72.44%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7347	73.47%
P-glycoprotein inhibitior	+	0.6181	61.81%
P-glycoprotein substrate	-	0.7911	79.11%
CYP3A4 substrate	+	0.5308	53.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7454	74.54%
CYP3A4 inhibition	-	0.7146	71.46%
CYP2C9 inhibition	-	0.7053	70.53%
CYP2C19 inhibition	-	0.7589	75.89%
CYP2D6 inhibition	-	0.5399	53.99%
CYP1A2 inhibition	-	0.6051	60.51%
CYP2C8 inhibition	-	0.9071	90.71%
CYP inhibitory promiscuity	-	0.6903	69.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5783	57.83%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8313	83.13%
Skin irritation	-	0.7531	75.31%
Skin corrosion	-	0.9110	91.10%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5941	59.41%
Micronuclear	-	0.5626	56.26%
Hepatotoxicity	+	0.6306	63.06%
skin sensitisation	-	0.7969	79.69%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4520	45.20%
Acute Oral Toxicity (c)	III	0.6210	62.10%
Estrogen receptor binding	+	0.9005	90.05%
Androgen receptor binding	+	0.6308	63.08%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	+	0.8144	81.44%
Aromatase binding	+	0.8008	80.08%
PPAR gamma	+	0.7833	78.33%
Honey bee toxicity	-	0.9213	92.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9769	97.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.34%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.14%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.07%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.76%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.00%	83.57%
CHEMBL4208	P20618	Proteasome component C5	86.63%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.99%	94.45%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.21%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.01%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.55%	93.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.29%	94.80%

Plants that contains it

• Fumaria indica

Cross-Links

• PubChem: 163039564
• LOTUS: LTS0068827
• wikiData: Q104957397