6-[2-(7-Hydroxy-1,3-benzodioxol-5-yl)ethyl]-1,3-benzodioxol-4-ol

Details

• Internal ID: 8bdf11e4-9142-42bb-ad6d-6fe201fbba6e
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 6-[2-(7-hydroxy-1,3-benzodioxol-5-yl)ethyl]-1,3-benzodioxol-4-ol
• SMILES (Canonical): C1OC2=CC(=CC(=C2O1)O)CCC3=CC(=C4C(=C3)OCO4)O
• SMILES (Isomeric): C1OC2=CC(=CC(=C2O1)O)CCC3=CC(=C4C(=C3)OCO4)O
• InChI: InChI=1S/C16H14O6/c17-11-3-9(5-13-15(11)21-7-19-13)1-2-10-4-12(18)16-14(6-10)20-8-22-16/h3-6,17-18H,1-2,7-8H2
• InChI Key: SOGUITAJJVLQNE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8981	89.81%
Caco-2	+	0.7901	79.01%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7733	77.33%
OATP2B1 inhibitior	-	0.7228	72.28%
OATP1B1 inhibitior	+	0.9527	95.27%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6515	65.15%
P-glycoprotein inhibitior	-	0.7154	71.54%
P-glycoprotein substrate	-	0.9607	96.07%
CYP3A4 substrate	-	0.6819	68.19%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.4054	40.54%
CYP3A4 inhibition	-	0.5514	55.14%
CYP2C9 inhibition	+	0.7086	70.86%
CYP2C19 inhibition	+	0.6487	64.87%
CYP2D6 inhibition	+	0.5595	55.95%
CYP1A2 inhibition	+	0.6583	65.83%
CYP2C8 inhibition	-	0.8975	89.75%
CYP inhibitory promiscuity	+	0.7111	71.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Warning	0.3582	35.82%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.9276	92.76%
Skin irritation	-	0.7081	70.81%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6474	64.74%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.7852	78.52%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6683	66.83%
Acute Oral Toxicity (c)	III	0.6126	61.26%
Estrogen receptor binding	+	0.8669	86.69%
Androgen receptor binding	+	0.6385	63.85%
Thyroid receptor binding	+	0.6939	69.39%
Glucocorticoid receptor binding	+	0.6140	61.40%
Aromatase binding	+	0.7552	75.52%
PPAR gamma	+	0.8416	84.16%
Honey bee toxicity	-	0.8804	88.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8457	84.57%

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%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.25%	96.77%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.93%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.70%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.62%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.82%	93.40%
CHEMBL2581	P07339	Cathepsin D	85.23%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.03%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.33%	92.62%
CHEMBL4208	P20618	Proteasome component C5	83.86%	90.00%

Plants that contains it

• Frullania parvistipula

Cross-Links

• PubChem: 86012755
• LOTUS: LTS0191195
• wikiData: Q105256932