(E)-18-(1,3-benzodioxol-5-yl)octadec-17-en-2-one

Details

• Internal ID: a74e250f-d2fe-415d-8123-23ff32e276ae
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (E)-18-(1,3-benzodioxol-5-yl)octadec-17-en-2-one
• SMILES (Canonical): CC(=O)CCCCCCCCCCCCCCC=CC1=CC2=C(C=C1)OCO2
• SMILES (Isomeric): CC(=O)CCCCCCCCCCCCCC/C=C/C1=CC2=C(C=C1)OCO2
• InChI: InChI=1S/C25H38O3/c1-22(26)16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-23-18-19-24-25(20-23)28-21-27-24/h15,17-20H,2-14,16,21H2,1H3/b17-15+
• InChI Key: VKISCDZKKVVZQH-BMRADRMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₃
• Molecular Weight: 386.60 g/mol
• Exact Mass: 386.28209507 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 9.00
• Atomic LogP (AlogP): 7.48
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 16

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	+	0.5757	57.57%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5526	55.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8985	89.85%
P-glycoprotein inhibitior	+	0.6680	66.80%
P-glycoprotein substrate	-	0.9155	91.55%
CYP3A4 substrate	-	0.5795	57.95%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7904	79.04%
CYP3A4 inhibition	+	0.5427	54.27%
CYP2C9 inhibition	-	0.7465	74.65%
CYP2C19 inhibition	+	0.5377	53.77%
CYP2D6 inhibition	-	0.7139	71.39%
CYP1A2 inhibition	+	0.7602	76.02%
CYP2C8 inhibition	-	0.9077	90.77%
CYP inhibitory promiscuity	+	0.5827	58.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5216	52.16%
Eye corrosion	-	0.9559	95.59%
Eye irritation	-	0.5065	50.65%
Skin irritation	-	0.6448	64.48%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8174	81.74%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	+	0.5609	56.09%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5521	55.21%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7690	76.90%
Acute Oral Toxicity (c)	III	0.6464	64.64%
Estrogen receptor binding	+	0.7849	78.49%
Androgen receptor binding	+	0.8473	84.73%
Thyroid receptor binding	+	0.6278	62.78%
Glucocorticoid receptor binding	-	0.6160	61.60%
Aromatase binding	+	0.5479	54.79%
PPAR gamma	+	0.5788	57.88%
Honey bee toxicity	-	0.9525	95.25%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5372	53.72%
Fish aquatic toxicity	+	0.9896	98.96%

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	99.15%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.10%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.10%	94.80%
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.53%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.16%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.73%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.96%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	92.88%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	91.11%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.24%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.03%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.49%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.86%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.50%	100.00%

Plants that contains it

• Piper sanctum

Cross-Links

• PubChem: 11372596
• LOTUS: LTS0210975
• wikiData: Q104074188