6-[2-(3-Hydroxyphenyl)ethyl]-4-methoxy-1,3-benzodioxol-5-ol

Details

• Internal ID: 508b157e-c18d-4da5-bec4-a3da9baf8f15
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 6-[2-(3-hydroxyphenyl)ethyl]-4-methoxy-1,3-benzodioxol-5-ol
• SMILES (Canonical): COC1=C(C(=CC2=C1OCO2)CCC3=CC(=CC=C3)O)O
• SMILES (Isomeric): COC1=C(C(=CC2=C1OCO2)CCC3=CC(=CC=C3)O)O
• InChI: InChI=1S/C16H16O5/c1-19-16-14(18)11(8-13-15(16)21-9-20-13)6-5-10-3-2-4-12(17)7-10/h2-4,7-8,17-18H,5-6,9H2,1H3
• InChI Key: VHNQJAPBTMZKIC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9224	92.24%
Caco-2	+	0.7412	74.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8133	81.33%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6076	60.76%
P-glycoprotein inhibitior	-	0.7072	70.72%
P-glycoprotein substrate	-	0.6390	63.90%
CYP3A4 substrate	+	0.5409	54.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4540	45.40%
CYP3A4 inhibition	+	0.6617	66.17%
CYP2C9 inhibition	+	0.8655	86.55%
CYP2C19 inhibition	+	0.8349	83.49%
CYP2D6 inhibition	+	0.5255	52.55%
CYP1A2 inhibition	+	0.7080	70.80%
CYP2C8 inhibition	+	0.5921	59.21%
CYP inhibitory promiscuity	+	0.8504	85.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.3931	39.31%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.7226	72.26%
Skin irritation	-	0.7543	75.43%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.6050	60.50%
skin sensitisation	-	0.8267	82.67%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8587	85.87%
Acute Oral Toxicity (c)	III	0.6417	64.17%
Estrogen receptor binding	+	0.8354	83.54%
Androgen receptor binding	+	0.6100	61.00%
Thyroid receptor binding	+	0.6794	67.94%
Glucocorticoid receptor binding	+	0.7315	73.15%
Aromatase binding	-	0.5821	58.21%
PPAR gamma	+	0.7780	77.80%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8824	88.24%

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	98.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.76%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.63%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.22%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.71%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.66%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.63%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.65%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	85.05%	95.93%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.19%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.79%	99.15%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	80.84%	95.55%

Plants that contains it

• Bulbophyllum protractum

Cross-Links

• PubChem: 85711438
• LOTUS: LTS0156028
• wikiData: Q105286534