5-methoxy-6-[(Z)-3-methoxyprop-1-enyl]-1,3-benzodioxole

Details

• Internal ID: e4dad10a-d91d-4ab4-b27d-94de8e4234cf
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 5-methoxy-6-[(Z)-3-methoxyprop-1-enyl]-1,3-benzodioxole
• SMILES (Canonical): COCC=CC1=CC2=C(C=C1OC)OCO2
• SMILES (Isomeric): COC/C=C\C1=CC2=C(C=C1OC)OCO2
• InChI: InChI=1S/C12H14O4/c1-13-5-3-4-9-6-11-12(16-8-15-11)7-10(9)14-2/h3-4,6-7H,5,8H2,1-2H3/b4-3-
• InChI Key: QZYOCLVDEHOOLT-ARJAWSKDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.9427	94.27%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5238	52.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5796	57.96%
P-glycoprotein inhibitior	-	0.9447	94.47%
P-glycoprotein substrate	-	0.9181	91.81%
CYP3A4 substrate	-	0.5884	58.84%
CYP2C9 substrate	+	0.5929	59.29%
CYP2D6 substrate	-	0.7132	71.32%
CYP3A4 inhibition	+	0.7936	79.36%
CYP2C9 inhibition	+	0.6547	65.47%
CYP2C19 inhibition	+	0.8130	81.30%
CYP2D6 inhibition	+	0.8138	81.38%
CYP1A2 inhibition	-	0.7251	72.51%
CYP2C8 inhibition	-	0.8423	84.23%
CYP inhibitory promiscuity	+	0.8632	86.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9048	90.48%
Carcinogenicity (trinary)	Non-required	0.3633	36.33%
Eye corrosion	-	0.9713	97.13%
Eye irritation	+	0.7220	72.20%
Skin irritation	-	0.7566	75.66%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4465	44.65%
Micronuclear	-	0.5119	51.19%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.6616	66.16%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5348	53.48%
Acute Oral Toxicity (c)	III	0.6057	60.57%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.7301	73.01%
Thyroid receptor binding	-	0.5950	59.50%
Glucocorticoid receptor binding	-	0.6151	61.51%
Aromatase binding	-	0.5714	57.14%
PPAR gamma	-	0.8128	81.28%
Honey bee toxicity	-	0.9164	91.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9248	92.48%

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	96.22%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.83%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.02%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.76%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.36%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.60%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.83%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.58%	89.62%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.02%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.70%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.14%	94.80%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.00%	93.99%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.52%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	80.12%	94.73%

Plants that contains it

• Melicope denhamii

Cross-Links

• PubChem: 101547865
• LOTUS: LTS0117975
• wikiData: Q105232457