2-(1,3-Benzodioxol-5-yl)-3-methoxyprop-2-enoic acid

Details

• Internal ID: d7c20927-ca0c-4f82-8323-1faee75fcbca
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 2-(1,3-benzodioxol-5-yl)-3-methoxyprop-2-enoic acid
• SMILES (Canonical): COC=C(C1=CC2=C(C=C1)OCO2)C(=O)O
• SMILES (Isomeric): COC=C(C1=CC2=C(C=C1)OCO2)C(=O)O
• InChI: InChI=1S/C11H10O5/c1-14-5-8(11(12)13)7-2-3-9-10(4-7)16-6-15-9/h2-5H,6H2,1H3,(H,12,13)
• InChI Key: KWAMHBNRIUSCDP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₅
• Molecular Weight: 222.19 g/mol
• Exact Mass: 222.05282342 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.7735	77.35%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7531	75.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6185	61.85%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.9762	97.62%
CYP3A4 substrate	-	0.6396	63.96%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	+	0.7825	78.25%
CYP2C9 inhibition	+	0.6924	69.24%
CYP2C19 inhibition	+	0.7578	75.78%
CYP2D6 inhibition	-	0.7295	72.95%
CYP1A2 inhibition	+	0.8577	85.77%
CYP2C8 inhibition	-	0.8224	82.24%
CYP inhibitory promiscuity	+	0.8013	80.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8740	87.40%
Carcinogenicity (trinary)	Non-required	0.4591	45.91%
Eye corrosion	-	0.9545	95.45%
Eye irritation	+	0.9308	93.08%
Skin irritation	-	0.6112	61.12%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8470	84.70%
Micronuclear	+	0.6495	64.95%
Hepatotoxicity	+	0.5909	59.09%
skin sensitisation	+	0.5665	56.65%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6197	61.97%
Acute Oral Toxicity (c)	III	0.5253	52.53%
Estrogen receptor binding	+	0.7918	79.18%
Androgen receptor binding	+	0.6996	69.96%
Thyroid receptor binding	-	0.5854	58.54%
Glucocorticoid receptor binding	-	0.7346	73.46%
Aromatase binding	+	0.6174	61.74%
PPAR gamma	+	0.6864	68.64%
Honey bee toxicity	-	0.9486	94.86%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7752	77.52%
Fish aquatic toxicity	+	0.8924	89.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.69%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL4208	P20618	Proteasome component C5	93.98%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.45%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.10%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.10%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.29%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.16%	90.24%
CHEMBL2581	P07339	Cathepsin D	87.77%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.26%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.67%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.67%	85.30%

Plants that contains it

• Amentotaxus formosana

Cross-Links

• PubChem: 91238412
• LOTUS: LTS0073534
• wikiData: Q105146831