4-[3-(1,3-Benzodioxol-5-yl)propyl]benzene-1,3-diol

Details

• Internal ID: 7c97f559-35df-4f4a-b84e-2fef6cfe8ef2
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 4-[3-(1,3-benzodioxol-5-yl)propyl]benzene-1,3-diol
• InChI: InChI=1S/C16H16O4/c17-13-6-5-12(14(18)9-13)3-1-2-11-4-7-15-16(8-11)20-10-19-15/h4-9,17-18H,1-3,10H2
• InChI Key: GPQWKEMAMHFAFC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• ACon1_001109
• NCGC00169668-01
• BRD-K65500363-001-01-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8181	81.81%
Caco-2	+	0.8422	84.22%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6981	69.81%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5975	59.75%
P-glycoprotein inhibitior	-	0.6983	69.83%
P-glycoprotein substrate	-	0.8465	84.65%
CYP3A4 substrate	-	0.5533	55.33%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.4054	40.54%
CYP3A4 inhibition	-	0.5052	50.52%
CYP2C9 inhibition	+	0.6287	62.87%
CYP2C19 inhibition	+	0.5351	53.51%
CYP2D6 inhibition	-	0.6732	67.32%
CYP1A2 inhibition	+	0.5267	52.67%
CYP2C8 inhibition	+	0.4842	48.42%
CYP inhibitory promiscuity	+	0.6621	66.21%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4945	49.45%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.9532	95.32%
Skin irritation	-	0.6784	67.84%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5803	58.03%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7811	78.11%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7479	74.79%
Acute Oral Toxicity (c)	III	0.5456	54.56%
Estrogen receptor binding	+	0.9557	95.57%
Androgen receptor binding	+	0.8973	89.73%
Thyroid receptor binding	+	0.6940	69.40%
Glucocorticoid receptor binding	+	0.6578	65.78%
Aromatase binding	+	0.7460	74.60%
PPAR gamma	+	0.7713	77.13%
Honey bee toxicity	-	0.8981	89.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9068	90.68%

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	98.49%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.88%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	91.77%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.99%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.87%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.04%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.18%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.15%	83.57%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.92%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	84.63%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.80%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.49%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.47%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.01%	96.09%

Plants that contains it

• Iryanthera polyneura

Cross-Links

• PubChem: 21722170
• LOTUS: LTS0138338
• wikiData: Q104167367