(E)-14-(1,3-benzodioxol-5-yl)tetradec-3-en-2-one

Details

• Internal ID: 2951f14e-6bde-47fb-8e7c-40d314bcbcda
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (E)-14-(1,3-benzodioxol-5-yl)tetradec-3-en-2-one
• SMILES (Canonical): CC(=O)C=CCCCCCCCCCCC1=CC2=C(C=C1)OCO2
• SMILES (Isomeric): CC(=O)/C=C/CCCCCCCCCCC1=CC2=C(C=C1)OCO2
• InChI: InChI=1S/C21H30O3/c1-18(22)12-10-8-6-4-2-3-5-7-9-11-13-19-14-15-20-21(16-19)24-17-23-20/h10,12,14-16H,2-9,11,13,17H2,1H3/b12-10+
• InChI Key: HYOOYGBSEUETML-ZRDIBKRKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.21949481 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5928	59.28%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6816	68.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9148	91.48%
P-glycoprotein inhibitior	+	0.7275	72.75%
P-glycoprotein substrate	-	0.8592	85.92%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.5692	56.92%
CYP2C19 inhibition	+	0.6482	64.82%
CYP2D6 inhibition	-	0.6531	65.31%
CYP1A2 inhibition	+	0.8589	85.89%
CYP2C8 inhibition	-	0.7976	79.76%
CYP inhibitory promiscuity	+	0.8001	80.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5045	50.45%
Eye corrosion	-	0.9276	92.76%
Eye irritation	-	0.4835	48.35%
Skin irritation	-	0.6326	63.26%
Skin corrosion	-	0.8886	88.86%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9279	92.79%
Micronuclear	-	0.7982	79.82%
Hepatotoxicity	-	0.6717	67.17%
skin sensitisation	+	0.6554	65.54%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5521	55.21%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6595	65.95%
Acute Oral Toxicity (c)	III	0.7142	71.42%
Estrogen receptor binding	+	0.7089	70.89%
Androgen receptor binding	+	0.8457	84.57%
Thyroid receptor binding	+	0.6192	61.92%
Glucocorticoid receptor binding	-	0.6041	60.41%
Aromatase binding	-	0.5153	51.53%
PPAR gamma	+	0.5180	51.80%
Honey bee toxicity	-	0.9427	94.27%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5010	50.10%
Fish aquatic toxicity	+	0.9770	97.70%

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	97.49%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.78%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.72%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.71%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.64%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.44%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.29%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.15%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	88.32%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.81%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.30%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.20%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.63%	92.62%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.63%	96.25%

Plants that contains it

• Piper sanctum

Cross-Links

• PubChem: 11739016
• LOTUS: LTS0226657
• wikiData: Q104074223