Piperonyl acetate

Details

• Internal ID: 46e150ef-7ebd-494e-8932-032ece5e1b33
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 1,3-benzodioxol-5-ylmethyl acetate
• SMILES (Canonical): CC(=O)OCC1=CC2=C(C=C1)OCO2
• SMILES (Isomeric): CC(=O)OCC1=CC2=C(C=C1)OCO2
• InChI: InChI=1S/C10H10O4/c1-7(11)12-5-8-2-3-9-10(4-8)14-6-13-9/h2-4H,5-6H2,1H3
• InChI Key: PFWYHTORQZAGCA-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 326-61-4
• Heliotropyl acetate
• 1,3-benzodioxol-5-ylmethyl acetate
• Piperonyl alcohol, acetate
• Benzo[d][1,3]dioxol-5-ylmethyl acetate
• Heliotropin acetate
• 3,4-Methylenedioxybenzyl acetate
• FEMA No. 2912
• 1,3-Benzodioxole-5-methanol, acetate
• Acetic acid, (3,4-methylenedioxy)benzyl ester
• 1,3-Benzodioxole-5-methanol, 5-acetate
• 090XZ4C7VN
• DTXSID2025925
• (3,4-Methylenedioxy)benzyl acetate
• 1,3-Benzodioxol, 5-(acetoxymethyl)
• NSC-406725
• DTXCID905925
• CAS-326-61-4
• CCRIS 6269
• EINECS 206-312-5
• NSC 406725
• BRN 0384173
• UNII-090XZ4C7VN
• AI3-05703
• Piperonal acetate
• Piperonyl alcohol, acetate (6CI,7CI,8CI)
• Acetic Acid Piperonyl Ester
• Piperonyl acetate, >=99%
• 4-19-00-00736 (Beilstein Handbook Reference)
• SCHEMBL306160
• CHEMBL1366925
• PIPERONYL ACETATE [FHFI]
• FEMA 2912
• CHEBI:173936
• PFWYHTORQZAGCA-UHFFFAOYSA-N
• Piperonyl acetate, >=99%, FG
• 2,5-DIPHENYLDICARBONICACID
• Tox21_201683
• Tox21_303086
• MFCD00014574
• NSC406725
• WLN: T56 BO DO CHJ G1OV1
• AKOS025295149
• 2H-1,3-benzodioxol-5-ylmethyl acetate
• s11733
• NCGC00091841-01
• NCGC00091841-02
• NCGC00257158-01
• NCGC00259232-01
• Acetic acid,4-methylenedioxy)benzyl ester
• AS-63652
• (2H-1,3-benzodioxol-5-yl)methyl acetate
• CS-0327854
• FT-0729000
• P1821
• Acetic acid, (3, 4-methylenedioxy)benzyl ester
• J-018825
• Q27236436

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6184	61.84%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7109	71.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9610	96.10%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5681	56.81%
P-glycoprotein inhibitior	-	0.9791	97.91%
P-glycoprotein substrate	-	0.9742	97.42%
CYP3A4 substrate	-	0.6261	62.61%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	+	0.6561	65.61%
CYP2C9 inhibition	+	0.6521	65.21%
CYP2C19 inhibition	+	0.8030	80.30%
CYP2D6 inhibition	-	0.5499	54.99%
CYP1A2 inhibition	+	0.9217	92.17%
CYP2C8 inhibition	-	0.9243	92.43%
CYP inhibitory promiscuity	+	0.8183	81.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8440	84.40%
Carcinogenicity (trinary)	Warning	0.4991	49.91%
Eye corrosion	-	0.9302	93.02%
Eye irritation	+	0.9478	94.78%
Skin irritation	-	0.5527	55.27%
Skin corrosion	-	0.8708	87.08%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5162	51.62%
Micronuclear	-	0.6645	66.45%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.7425	74.25%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5092	50.92%
Acute Oral Toxicity (c)	III	0.8290	82.90%
Estrogen receptor binding	-	0.5387	53.87%
Androgen receptor binding	+	0.6291	62.91%
Thyroid receptor binding	-	0.7846	78.46%
Glucocorticoid receptor binding	-	0.7839	78.39%
Aromatase binding	-	0.5554	55.54%
PPAR gamma	-	0.7304	73.04%
Honey bee toxicity	-	0.9076	90.76%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6907	69.07%
Fish aquatic toxicity	+	0.9187	91.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.15%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.89%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.51%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.92%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.36%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.65%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.05%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.98%	92.62%
CHEMBL2039	P27338	Monoamine oxidase B	83.14%	92.51%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	82.89%	93.24%
CHEMBL4208	P20618	Proteasome component C5	82.28%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.08%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.07%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.16%	95.50%

Plants that contains it

• Cichorium endivia

Cross-Links

• PubChem: 9473
• LOTUS: LTS0031645
• wikiData: Q27236436