1-Allyl-2,3-methylendioxy-5-methoxybenzol

Details

• Internal ID: ab014b71-7129-42cc-ad5d-5cd348acdc8f
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 6-methoxy-4-prop-2-enyl-1,3-benzodioxole
• SMILES (Canonical): COC1=CC(=C2C(=C1)OCO2)CC=C
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OCO2)CC=C
• InChI: InChI=1S/C11H12O3/c1-3-4-8-5-9(12-2)6-10-11(8)14-7-13-10/h3,5-6H,1,4,7H2,2H3
• InChI Key: HFGSPIVAGONERP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7625	76.25%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6674	66.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6417	64.17%
P-glycoprotein inhibitior	-	0.9725	97.25%
P-glycoprotein substrate	-	0.9514	95.14%
CYP3A4 substrate	-	0.6328	63.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4419	44.19%
CYP3A4 inhibition	+	0.7861	78.61%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.7984	79.84%
CYP2D6 inhibition	+	0.6078	60.78%
CYP1A2 inhibition	+	0.7513	75.13%
CYP2C8 inhibition	-	0.8580	85.80%
CYP inhibitory promiscuity	+	0.8835	88.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8948	89.48%
Carcinogenicity (trinary)	Warning	0.4435	44.35%
Eye corrosion	-	0.9211	92.11%
Eye irritation	+	0.9655	96.55%
Skin irritation	-	0.6362	63.62%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4929	49.29%
Micronuclear	-	0.5660	56.60%
Hepatotoxicity	+	0.6305	63.05%
skin sensitisation	+	0.7022	70.22%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5197	51.97%
Acute Oral Toxicity (c)	III	0.7869	78.69%
Estrogen receptor binding	-	0.8293	82.93%
Androgen receptor binding	-	0.5703	57.03%
Thyroid receptor binding	-	0.6322	63.22%
Glucocorticoid receptor binding	-	0.8563	85.63%
Aromatase binding	-	0.7736	77.36%
PPAR gamma	-	0.5593	55.93%
Honey bee toxicity	-	0.7339	73.39%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9383	93.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.47%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL240	Q12809	HERG	93.82%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.40%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.88%	94.80%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.71%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.36%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.67%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.13%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.20%	96.00%
CHEMBL4208	P20618	Proteasome component C5	83.42%	90.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.78%	80.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.18%	99.17%

Plants that contains it

• Piper auritum

Cross-Links

• PubChem: 14259136
• LOTUS: LTS0096082
• wikiData: Q105027301